Synthetic Communications最新文献

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Conversion of methylthiomethyleniminium salts into thioesters, esters, and amides 甲基硫代甲基亚胺盐转化为硫酯、酯和酰胺
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-17 Epub Date: 2026-09-29 DOI: 10.1080/00397911.2026.2735360
Amogh R. Kulkarni (Methodology), Dileep Mylanayakanahosahally Chandrashekar (Data curation), Mahesha Kumaraswamy (Formal analysis), B Marappa (Funding acquisition), Kanchugarakoppal S. Rangappa (Supervision), Basappa Basappa (Supervision Writing – review & editing), Toreshettahally R. Swaroop (Conceptualization Supervision Writing – original draft)
{"title":"Conversion of methylthiomethyleniminium salts into thioesters, esters, and amides","authors":"Amogh R. Kulkarni (Methodology),&nbsp;Dileep Mylanayakanahosahally Chandrashekar (Data curation),&nbsp;Mahesha Kumaraswamy (Formal analysis),&nbsp;B Marappa (Funding acquisition),&nbsp;Kanchugarakoppal S. Rangappa (Supervision),&nbsp;Basappa Basappa (Supervision Writing – review & editing),&nbsp;Toreshettahally R. Swaroop (Conceptualization Supervision Writing – original draft)","doi":"10.1080/00397911.2026.2735360","DOIUrl":"10.1080/00397911.2026.2735360","url":null,"abstract":"<div><div>In this article, we report the unexpected formation of thioesters when methylthiomethyleniminium salts are treated with moist pyridine at room temperature (RT). While treatment of methylthiomethyleniminium salts with moist DMF at RT gave amides. Finally, they are refluxed in ethanol, esters are formed selectively in most of the cases and formation of a mixture of ester and amide is observed in few cases. The plausible mechanisms of formation of these unexpected products are also presented.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 18","pages":"Pages 1463-1472"},"PeriodicalIF":2.0,"publicationDate":"2026-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149072084","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Photocatalytic C–P bond formation 光催化C-P键形成
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-17 Epub Date: 2026-06-28 DOI: 10.1080/00397911.2026.2691817
Nai-He Yan (Conceptualization Formal analysis Investigation Resources Writing – original draft Writing – review & editing), Zhen Xue (Conceptualization Writing – original draft Writing – review & editing)
{"title":"Photocatalytic C–P bond formation","authors":"Nai-He Yan (Conceptualization Formal analysis Investigation Resources Writing – original draft Writing – review & editing),&nbsp;Zhen Xue (Conceptualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2691817","DOIUrl":"10.1080/00397911.2026.2691817","url":null,"abstract":"<div><div>Photoredox catalysis has emerged as a versatile and sustainable platform for phosphorylation reactions, enabling the generation of highly reactive radical intermediates under mild conditions. These strategies have significantly expanded the synthetic toolbox for carbon–phosphorus (C–P) bond formation, providing efficient access to structurally diverse phosphorylated compounds with high selectivity and broad functional-group tolerance. This review summarizes recent advances in photocatalytic phosphorylation reactions, organized according to carbon-centered and phosphorus-centered radical pathways. Mechanistic insights, substrate scope, synthetic applications, and future opportunities in this rapidly evolving field are also discussed.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 18","pages":"Pages 1405-1420"},"PeriodicalIF":2.0,"publicationDate":"2026-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149072080","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
H2SO4 catalyzed tandem alkylation-hydrolysis reaction of β-ethylthio-β-indolyl-α, β-unsaturated ketones and alcohols: Feasible synthesis of α-alkylated 3-aroylacetylindoles and 3-arylpropionylindoles H2SO4催化β-乙基硫-β-吲哚基-α、β-不饱和酮和醇的串联烷基化水解反应:α-烷基化3-芳基乙酰啉和3-芳基丙炔啉的可行合成
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-17 Epub Date: 2026-09-29 DOI: 10.1080/00397911.2026.2733489
Tianqi Zhang (Investigation), Xiaobo Zhao (Funding acquisition Supervision), Chunyan Wu (Investigation), Xuexian Zhu (Validation), Helong Bai (Writing – review & editing), Haifeng Yu (Supervision Writing – original draft)
{"title":"H2SO4 catalyzed tandem alkylation-hydrolysis reaction of β-ethylthio-β-indolyl-α, β-unsaturated ketones and alcohols: Feasible synthesis of α-alkylated 3-aroylacetylindoles and 3-arylpropionylindoles","authors":"Tianqi Zhang (Investigation),&nbsp;Xiaobo Zhao (Funding acquisition Supervision),&nbsp;Chunyan Wu (Investigation),&nbsp;Xuexian Zhu (Validation),&nbsp;Helong Bai (Writing – review & editing),&nbsp;Haifeng Yu (Supervision Writing – original draft)","doi":"10.1080/00397911.2026.2733489","DOIUrl":"10.1080/00397911.2026.2733489","url":null,"abstract":"<div><div>H<sub>2</sub>SO<sub>4</sub> catalyzed tandem alkylation-hydrolysis reaction of <em>β</em>-ethylthio-<em>β</em>-indolyl-<em>α</em>, <em>β</em>-unsaturated ketones and alcohols has been developed to access <em>α</em>-alkylated 3-aroylacetylindoles in up to 90% yield. Subsequent debenzoylation of <em>α</em>-alkylated 3-aroylacetylindoles in the presence of 1.0 equivalent of NaOH provides 3-arylpropionylindoles in excellent yields. The facile accessibility of various valuable <em>α</em>-alkylated 3-aroylacetylindoles and 3-arylpropionylindoles demonstrates the high practicability of this method.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 18","pages":"Pages 1430-1439"},"PeriodicalIF":2.0,"publicationDate":"2026-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149072082","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Eco-friendly magnetic nanocatalysts: Optimized pyrrole synthesis via ternary FexCuyMzOk (M = Zn, Mn) nanocomposites 生态友好型纳米磁性催化剂:通过FexCuyMzOk (M = Zn, Mn)三元复合材料优化吡咯合成
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-17 Epub Date: 2026-09-29 DOI: 10.1080/00397911.2026.2733493
Zahra Toozandehjani (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing), Mostafa Gholizadeh (Funding acquisition Project administration), Ehsan Esmaeilnezhad (Data curation Formal analysis)
{"title":"Eco-friendly magnetic nanocatalysts: Optimized pyrrole synthesis via ternary FexCuyMzOk (M = Zn, Mn) nanocomposites","authors":"Zahra Toozandehjani (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing),&nbsp;Mostafa Gholizadeh (Funding acquisition Project administration),&nbsp;Ehsan Esmaeilnezhad (Data curation Formal analysis)","doi":"10.1080/00397911.2026.2733493","DOIUrl":"10.1080/00397911.2026.2733493","url":null,"abstract":"<div><div>Ternary magnetic nanocomposites of the compositions Fe<em><sub>x</sub></em>Cu<em><sub>y</sub></em>Zn<em><sub>z</sub></em>O<em><sub>k</sub></em> and Fe<em><sub>x</sub></em>Cu<em><sub>y</sub></em>Mn<em><sub>z</sub></em>O<em><sub>k</sub></em> were prepared through a simple, cost-effective, linker-free strategy, and characterized by X-ray diffraction, transmission electron microscopy, X-ray photoelectron spectroscopy, and vibrating sample magnetometry. These nanocomposites showed excellent catalytic performance in the multicomponent synthesis of pyrrole derivatives from aromatic aldehydes, anilines, and ethyl pyruvate. Under mild reaction conditions, Fe<em><sub>x</sub></em>Cu<em><sub>y</sub></em>Zn<em><sub>z</sub></em>O<em><sub>k</sub></em> provided the target N-heterocyclic products in 78–93% isolated yields at room temperature within 2 h. The catalyst displayed crystallite sizes of 50.2 nm and saturation magnetization values of 50–60 emu g<sup>−1</sup>, and could be reused for five consecutive cycles with more than 90% retention of its catalytic activity. The observed performance is attributed to synergistic interactions among the metal oxide constituents, which enhance both catalytic efficiency and structural stability. Overall, this work introduces a magnetically recoverable heterogeneous catalyst for the efficient synthesis of pyrrole derivatives.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 18","pages":"Pages 1440-1462"},"PeriodicalIF":2.0,"publicationDate":"2026-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149072083","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Electronic substrate variations for improved intramolecular styryl Diels-Alder reactions to access analogs of deoxypodophyllotoxin 改进分子内苯乙烯Diels-Alder反应获取脱氧鬼臼毒素类似物的电子底物变化
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-17 Epub Date: 2026-09-29 DOI: 10.1080/00397911.2026.2730527
Kriti Shrestha (Conceptualization Data curation Formal analysis Writing – review & editing), Liahona Angelie (Data curation Formal analysis Investigation Writing – review & editing), Tyler B. Jensen (Data curation Formal analysis), Kesaia V. Akau (Data curation Formal analysis), James B. Garvin (Data curation Formal analysis), Merritt B. Andrus (Conceptualization Formal analysis Funding acquisition Resources Supervision Writing – original draft Writing – review & editing)
{"title":"Electronic substrate variations for improved intramolecular styryl Diels-Alder reactions to access analogs of deoxypodophyllotoxin","authors":"Kriti Shrestha (Conceptualization Data curation Formal analysis Writing – review & editing),&nbsp;Liahona Angelie (Data curation Formal analysis Investigation Writing – review & editing),&nbsp;Tyler B. Jensen (Data curation Formal analysis),&nbsp;Kesaia V. Akau (Data curation Formal analysis),&nbsp;James B. Garvin (Data curation Formal analysis),&nbsp;Merritt B. Andrus (Conceptualization Formal analysis Funding acquisition Resources Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2730527","DOIUrl":"10.1080/00397911.2026.2730527","url":null,"abstract":"<div><div>3-Phenylallyl arylpropynoic ester variations were produced and reacted under thermal conditions to generate racemic analogs of the anticancer agent deoxypodophyllotoxin. The intramolecular styryl Diels-Alder reaction (ISDA) with a [4 + 2]-cycloaddition followed by a 1,3-H shift gave the lactone products, obtained using 70% isopropyl alcohol/<em>o-</em>dichlorobenzene as solvent under sealed-tube conditions, 110–160 °C. Yields ranged from 36 to 84% isolated yield, demonstrating a significant substituent electronic effect. Electron-donating and electron-withdrawing aryl substituents, R, R′ included trimethoxy and nitro groups served to probe matched/miss-matched reactivity. Moderate 70% yields were achieved with 4-nitro-trimethoxyphenyl variations reacted at lower temperature, 110 °C, for 5 h. The findings show that moderate thermal conditions can be developed to uncover further refinements of this useful process.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 18","pages":"Pages 1421-1429"},"PeriodicalIF":2.0,"publicationDate":"2026-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149072081","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Sulfated tungstate in organic synthesis: A review 有机合成中硫酸钨酸盐的研究进展
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-02 Epub Date: 2026-06-15 DOI: 10.1080/00397911.2026.2687089
Madhuri S. Pansare (Conceptualization Data curation Formal analysis Investigation Software Visualization), Ajit P. Ingale (Supervision Validation Visualization Writing – original draft Writing – review & editing)
{"title":"Sulfated tungstate in organic synthesis: A review","authors":"Madhuri S. Pansare (Conceptualization Data curation Formal analysis Investigation Software Visualization),&nbsp;Ajit P. Ingale (Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2687089","DOIUrl":"10.1080/00397911.2026.2687089","url":null,"abstract":"<div><div>Sulfated tungstate is a highly efficient, reusable, and environmentally friendly solid acid catalyst used in many organic reactions. Its strong Brönsted acidity, thermal stability, low toxicity, simple preparation, and excellent recyclability make it a good alternative to traditional acid catalysts. In the last twenty years, sulfated tungstate has been used in C–C, C–N, C–O, and C–S bond-forming reactions, multicomponent reactions, heterocycle synthesis, oxidation, and selective protection and deprotection steps. The catalyst works well under mild, solvent-free conditions, affording high yields, a wide range of compatible substrates, and good tolerance to various functional groups. This review covers how sulfated tungstate is prepared, characterized, and used in key organic reactions, such as amidation, transamidation, Ritter, Strecker, Kindler, Willgerodt-Kindler, Biginelli, and cycloaddition reactions. It focuses on reaction mechanisms, catalyst recyclability, synthetic methods, recent progress, current challenges, and future directions, highlighting its importance in sustainable and green organic synthesis.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 17","pages":"Pages 1325-1354"},"PeriodicalIF":2.0,"publicationDate":"2026-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148981052","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Multicomponent reaction for the synthesis of new highly functionalized nicotine derivatives from alkynes, trichloroacet-amidine(imidate), and 2-(1-amino-2,2,2-trichloroethylidene) malononitrile 以炔、三氯乙脒(咪酯)和2-(1-氨基-2,2,2-三氯乙基)丙二腈为原料合成新的高官能化尼古丁衍生物的多组分反应
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-02 Epub Date: 2026-09-17 DOI: 10.1080/00397911.2026.2726537
Manijeh Nematpour (Data curation Methodology Supervision Writing – original draft Writing – review & editing), Javad Ghanaat (Writing – review & editing)
{"title":"Multicomponent reaction for the synthesis of new highly functionalized nicotine derivatives from alkynes, trichloroacet-amidine(imidate), and 2-(1-amino-2,2,2-trichloroethylidene) malononitrile","authors":"Manijeh Nematpour (Data curation Methodology Supervision Writing – original draft Writing – review & editing),&nbsp;Javad Ghanaat (Writing – review & editing)","doi":"10.1080/00397911.2026.2726537","DOIUrl":"10.1080/00397911.2026.2726537","url":null,"abstract":"<div><div>An efficient and straightforward multicomponent synthesis protocol has been developed for the preparation of a novel series of 4-amino-5-cyano-6-trichloromethyl nicotinimidamide and nicotinimidate derivatives. The protocol involves a one-pot reaction of terminal alkynes with 2-(1-amino-2,2,2-trichloroethylidene) malononitrile, trichloroacetonitrile, and a variety of amines or alcohols in THF under ultrasonic irradiation, using copper(I) iodide as a catalyst. The reaction proceeds efficiently in the absence of additional ligands or external oxidants, affording the desired products in good to excellent yields within 45 min. Ultrasonic irradiation substantially accelerates the reaction and enhances the overall performance of the catalytic system under mild conditions. In addition to its high efficiency, the developed protocol offers several practical advantages, including the use of readily available and inexpensive starting materials, a simple catalytic system, mild reaction conditions, a short reaction time, and straightforward product isolation.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 17","pages":"Pages 1365-1376"},"PeriodicalIF":2.0,"publicationDate":"2026-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148981054","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Cs2CO3/CuBr2-promoted two-step synthesis of phenolic P-Betti bases from (E)-2-methylene-3-cyclohexenones and diarylphosphine oxides Cs2CO3/ cubr2促进(E)-2-亚甲基-3-环己烯酮和二芳基膦氧化物两步合成酚醛P-Betti碱
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-02 Epub Date: 2026-09-17 DOI: 10.1080/00397911.2026.2727590
Yi-Na Ma (Data curation Investigation Methodology), Na Li (Data curation Investigation), Shao-Chun Yue (Resources), Zheng-Hong Zha (Formal analysis Validation), Lin Jiang (Conceptualization Funding acquisition Supervision Writing – original draft Writing – review & editing)
{"title":"Cs2CO3/CuBr2-promoted two-step synthesis of phenolic P-Betti bases from (E)-2-methylene-3-cyclohexenones and diarylphosphine oxides","authors":"Yi-Na Ma (Data curation Investigation Methodology),&nbsp;Na Li (Data curation Investigation),&nbsp;Shao-Chun Yue (Resources),&nbsp;Zheng-Hong Zha (Formal analysis Validation),&nbsp;Lin Jiang (Conceptualization Funding acquisition Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2727590","DOIUrl":"10.1080/00397911.2026.2727590","url":null,"abstract":"<div><div>A novel two-step synthetic method has been established for the construction of phenolic P-Betti base derivatives. The synthetic procedure starts with a Cs<sub>2</sub>CO<sub>3</sub>-mediated P-Michael addition between diarylphosphine oxides and (<em>E</em>)-2-methylene-3-cyclohexenones, followed by CuBr<sub>2</sub>-promoted dehydrogenative aromatization of the generated P-Michael adducts. Under the established reaction conditions, a series of bifunctional phosphorus phenolic products were rapidly prepared in 28–81% overall yields.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 17","pages":"Pages 1377-1387"},"PeriodicalIF":2.0,"publicationDate":"2026-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148981055","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Scalable and sustainable approaches for 7-ethyltryptophol production 可扩展和可持续的7-乙基色氨酸生产方法
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-02 Epub Date: 2026-09-17 DOI: 10.1080/00397911.2026.2727586
Jagdish L. Chavan (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Resources Validation Visualization Writing – original draft), Venkat S. Suryawanshi (Conceptualization Data curation Formal analysis Funding acquisition Project administration Resources Supervision Validation Visualization Writing – original draft Writing – review & editing)
{"title":"Scalable and sustainable approaches for 7-ethyltryptophol production","authors":"Jagdish L. Chavan (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Resources Validation Visualization Writing – original draft),&nbsp;Venkat S. Suryawanshi (Conceptualization Data curation Formal analysis Funding acquisition Project administration Resources Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2727586","DOIUrl":"10.1080/00397911.2026.2727586","url":null,"abstract":"<div><div>The price of many pharmaceutical active medications is determined by the cost of their primary raw components. One significant anti-inflammatory medication is Etodolac, whose price is influenced by that of 7-ethyltryptophol. Although 7-ethyltryptophol can be produced using various methods, the cost of 7-ethyltryptophol is increasing daily. Fischer-indole synthesis in one-pot synthesis and flow chemical reactions are the two primary synthesis techniques. This study describes the optimization of the synthesis process for 7-ethyltryptophol, aiming to develop a cost-effective and environmentally sound method. The present study describes an optimized process for the preparation of 2-ethylphenylhydrazine hydrochloride via diazotization of 2-ethylaniline followed by reduction using a suitable reducing agent. The author of this paper outlines the new Lewis acid-optimized procedure for improved conversion with fewer by-products. The methods for isolation are viable, and the yield is good as well. The utilization of contemporary methods, such as flow chemistry, is evaluated for commercial manufacturing.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 17","pages":"Pages 1355-1364"},"PeriodicalIF":2.0,"publicationDate":"2026-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148981053","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
DBU⋅HI3-catalyzed oxidative cyclization: An efficient route to flavones and azaflavones DBU·hi3催化氧化环化:制备黄酮和氮杂黄酮的有效途径
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-09-02 Epub Date: 2026-09-17 DOI: 10.1080/00397911.2026.2729564
Ramesh Gawade (Formal analysis Methodology Writing – original draft), Pramod Kulkarni (Supervision Writing – review & editing)
{"title":"DBU⋅HI3-catalyzed oxidative cyclization: An efficient route to flavones and azaflavones","authors":"Ramesh Gawade (Formal analysis Methodology Writing – original draft),&nbsp;Pramod Kulkarni (Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2729564","DOIUrl":"10.1080/00397911.2026.2729564","url":null,"abstract":"<div><div>An efficient and operationally simple protocol has been developed for the synthesis of biologically significant flavones and 2-arylquinolin-4-ones (azaflavones). The methodology utilizes a bench-stable organocatalyst, DBU⋅HI<sub>3</sub>, to drive the oxidative cyclization of substituted 2’-hydroxychalcones and 2’-aminochalcones. Optimization studies revealed that a 15 mol % catalyst loading in DMSO at 110 °C selectively promotes rapid dehydrogenative cyclization within 1-2.5 h, suppressing side products like flavanones. Conversely, protic or nonpolar solvents resulted in poor conversions or incomplete aromatization. This metal-free strategy tolerates a broad range of substrates, including electron-donating, electron-withdrawing, and selected heteroaryl groups, delivering the target frameworks in exceptional isolated yields (up to 94% for flavones and 91% for azaflavones). The synthesized products were structurally confirmed by spectroscopic analysis, and the efficient metal-free protocol provides a practical alternative to conventional transition-metal-based oxidative systems.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 17","pages":"Pages 1388-1403"},"PeriodicalIF":2.0,"publicationDate":"2026-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148981056","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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