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Asian Journal of Organic Chemistry最新文献

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Modular Synthesis of Fully Substituted 5‐Thioureido‐Triazoles via Transition‐Metal‐Free KOtBu‐Catalyzed Three‐Component Reaction 无过渡金属kotbu催化三组分反应模块化合成全取代5-硫脲基三唑
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-04-01 Epub Date: 2026-04-29 DOI: 10.1002/ajoc.70385
Weiguo Wang , Jingyu Wang , Chunpeng Qiu , Kaiyue Dou , Xu Li , Younan Wang
{"title":"Modular Synthesis of Fully Substituted 5‐Thioureido‐Triazoles via Transition‐Metal‐Free KOtBu‐Catalyzed Three‐Component Reaction","authors":"Weiguo Wang ,&nbsp;Jingyu Wang ,&nbsp;Chunpeng Qiu ,&nbsp;Kaiyue Dou ,&nbsp;Xu Li ,&nbsp;Younan Wang","doi":"10.1002/ajoc.70385","DOIUrl":"10.1002/ajoc.70385","url":null,"abstract":"<div><div>An efficient strategy for the modular synthesis of fully substituted 5‐thioureido‐triazoles via a transition‐metal‐free KO<em><sup>t</sup></em>Bu‐catalyzed three‐component reaction has been developed. The reaction proceeded through the cycloaddition of nitriles and azides in the presence of a base, followed by the capture of triazolamine and triazole nitrogen anion intermediate with isothiocyanates. This transformation not only features in being transition‐metal‐free and mild reaction conditions, but also displays broad functional group tolerance. The practicality of this method has been demonstrated by further synthetic transformations and late‐stage functionalization of bioactive molecules.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70385"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147667972","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Prebiotic Organic Chemistry of Diketopiperazines 双酮哌嗪的益生元有机化学
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-04-01 Epub Date: 2026-04-29 DOI: 10.1002/ajoc.70395
Jun Ohata
{"title":"Prebiotic Organic Chemistry of Diketopiperazines","authors":"Jun Ohata","doi":"10.1002/ajoc.70395","DOIUrl":"10.1002/ajoc.70395","url":null,"abstract":"<div><div>Even though the significance of amino acids and polypeptides is well recognized in broad prebiotic chemistry fields, 2,5‐diketopiperazines (DKPs) or cyclic dipeptides remains a mysterious species without clear relevance to the origin of complex biomolecular systems. The aim of this review article is to demonstrate the various roles and functions of DKPs in simulated prebiotic reactions reported over the past few decades. By highlighting both experimental and computational simulations, the formation and reaction of DKP derivatives in a range of prebiotically plausible conditions were discussed from the organic chemistry viewpoint, as the manuscript organization is predicated on fundamental reaction patterns such as photochemical synthesis, aminonitrile chemistry, and amino acid condensation. Analytical challenges of DKPs were identified through the literature review too, as the product detection and characterization are critical not only in prebiotic chemistry but also in synthetic organic chemistry fields. The collection and critical analysis of reports about prebiotically plausible processes of DKPs may imply the breadth of its chemical diversity including the potential relevance to nucleotides, value as a building block to more intricate biomacromolecules, and symmetry breaking.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70395"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668562","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Functionalization of 2‐Naphthols via Asymmetric Formal Hydrogenative Coupling 2-萘酚通过不对称形式氢化偶联的功能化
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-04-01 Epub Date: 2026-04-29 DOI: 10.1002/ajoc.70399
Mingyang Song , Ziye Xia , Weijun Tang , Huaming Sun , Jianliang Xiao , Chao Wang
{"title":"Functionalization of 2‐Naphthols via Asymmetric Formal Hydrogenative Coupling","authors":"Mingyang Song ,&nbsp;Ziye Xia ,&nbsp;Weijun Tang ,&nbsp;Huaming Sun ,&nbsp;Jianliang Xiao ,&nbsp;Chao Wang","doi":"10.1002/ajoc.70399","DOIUrl":"10.1002/ajoc.70399","url":null,"abstract":"<div><div>A ruthenium‐catalyzed formal hydrogenative coupling for the functionalization of naphthols has been developed, <em>γ</em>‐naphthol‐substituted chiral alcohols were obtained with excellent enantioselectivities (27 examples, up to &gt;99% ee). The products could serve as synthons for the preparation of chiral oxygen‐containing heterocycles. Mechanistic studies indicate that the transformation proceeds through a base‐promoted conjugate addition to generate a ketone intermediate, which subsequently undergoes asymmetric hydrogenation.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70399"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668370","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Stereoselective Total Synthesis of (+)‐Toussaintines C and H and Their Enantiomers via a Chiral Sulfinamide Auxiliary Strategy 手性亚胺辅助合成(+)-杜桑汀C和H及其对映体
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-04-01 Epub Date: 2026-04-29 DOI: 10.1002/ajoc.70415
Jun Sung Kang , Hyun Jae Park , Jeonghee Kim , Jihyun Kim , Elvira Zaitseva , Ju Young Ko , Bomin Kwon , Jae Hyun Kim
{"title":"Stereoselective Total Synthesis of (+)‐Toussaintines C and H and Their Enantiomers via a Chiral Sulfinamide Auxiliary Strategy","authors":"Jun Sung Kang ,&nbsp;Hyun Jae Park ,&nbsp;Jeonghee Kim ,&nbsp;Jihyun Kim ,&nbsp;Elvira Zaitseva ,&nbsp;Ju Young Ko ,&nbsp;Bomin Kwon ,&nbsp;Jae Hyun Kim","doi":"10.1002/ajoc.70415","DOIUrl":"10.1002/ajoc.70415","url":null,"abstract":"<div><div>Toussaintines are a rare class of <em>N</em>‐cinnamoylindolidinoid alkaloids derived from <em>Toussaintia orientalis</em> that are distinguished by their multifaceted biological activities and their peculiar occurrence as racemic mixtures. Herein, we present the first enantioselective total syntheses of (+)‐toussaintines C and H, along with their enantiomers. The strategy employed involves Rose Bengal‐mediated oxidative dearomatization and chiral sulfinamide‐controlled intramolecular aza‐Michael cyclization, which resulted in the fused indolidinoid scaffold being endowed with high diastereoselectivity. Subsequent auxiliary cleavage, amide coupling, and chemoselective reduction provided high yields of enantioenriched toussaintines C and H. This stereocontrolled approach enables efficient access to the toussaintine family and its related congeners, as well as facilitating structural confirmation and furthering biological studies.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70415"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147753620","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
S‐Trideuteromethylation of Sulfenamides: Synthesis of Trideuteromethyl Sulfilimines 磺胺的s -三氘甲基化：三氘甲基亚胺的合成
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-04-01 Epub Date: 2026-04-29 DOI: 10.1002/ajoc.202500616
Guoling Huang , Zhenghao Huang , Shanyan Zhou , Juntao Ye , Jiaqi Sun , Xunbo Lu
{"title":"S‐Trideuteromethylation of Sulfenamides: Synthesis of Trideuteromethyl Sulfilimines","authors":"Guoling Huang ,&nbsp;Zhenghao Huang ,&nbsp;Shanyan Zhou ,&nbsp;Juntao Ye ,&nbsp;Jiaqi Sun ,&nbsp;Xunbo Lu","doi":"10.1002/ajoc.202500616","DOIUrl":"10.1002/ajoc.202500616","url":null,"abstract":"<div><div>In this study, we present a base‐mediated, metal‐free method for synthesizing trideuteromethyl sulfilimines, which are significant in organic and medicinal chemistry. Our approach involves the modification of sulfenamides and the use of an electrophilic trideuteromethylating reagent under anionic conditions. This method has been successfully applied to a wide range of sulfenamides, generally providing the desired products in good yields and effective deuteration rates. Through detailed mechanistic studies, we have determined that the reaction proceeds without a free radical pathway. Our findings contribute to advancing the methodology for sulfilimine synthesis, underlining its relevance in modern chemical research.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e00616"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668009","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Upgrading Ethanol Into Butanol and Higher Alcohols via PN3P Iridium Complexes 通过PN3P铱配合物将乙醇转化为丁醇和高级醇
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-04-01 Epub Date: 2026-04-29 DOI: 10.1002/ajoc.70407
Kher Ai Chiaw , Rohit Shetty , Shashikant U. Dighe , Davin Tan , Boon Ying Tay , Amol Hengne , Kuo‐Wei Huang , Nicholas Long , Sandeep Suryabhan Gholap
{"title":"Upgrading Ethanol Into Butanol and Higher Alcohols via PN3P Iridium Complexes","authors":"Kher Ai Chiaw ,&nbsp;Rohit Shetty ,&nbsp;Shashikant U. Dighe ,&nbsp;Davin Tan ,&nbsp;Boon Ying Tay ,&nbsp;Amol Hengne ,&nbsp;Kuo‐Wei Huang ,&nbsp;Nicholas Long ,&nbsp;Sandeep Suryabhan Gholap","doi":"10.1002/ajoc.70407","DOIUrl":"10.1002/ajoc.70407","url":null,"abstract":"<div><div>The production of biofuels from renewable feedstocks to supply energy and alternative fuels has attracted significant attention. In particular, ethanol generated from renewable biomass is recognized as one of the greenest alternatives to gasoline. Herein we accomplished the upgrading of ethanol into butanol, as well as higher branched and linear chain alcohols up to C<sub>10</sub>─OH, in a single reactor under neat conditions catalyzed by an air‐ and moisture‐stable PN<sup>3</sup>P pincer iridium catalyst. The addition of potassium <em>tert</em>‐butoxide (KO<em><sup>t</sup></em>Bu, 5.0 mol%) as a base, resulted in the highest turnover number (TON) up to 580, yielding 39% <em>n</em>‐butanol with up to 95% selectivity. Under similar reaction conditions with a prolonged reaction time of 48 h, we achieved up to 60% ethanol conversion, resulting in a 37% yield of a mixture of linear and branched chain alcohols (C<sub>4+</sub> OH) along with 23% <em>n</em>‐butanol.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70407"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147753737","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Modular Synthesis of Multi‐Substituted Cyclopenta[b]Indoles via Binary‐acid Complex Catalyzed In Situ Generated Carbocations 二酸配合物催化原位合成多取代环戊[b]吲哚的模块化合成
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-04-01 Epub Date: 2026-04-29 DOI: 10.1002/ajoc.70387
Wenyang Song , Man Wang , Kun Ju , Daoshan Yang , Ran Song , Wen Si , Jian Lv
{"title":"Modular Synthesis of Multi‐Substituted Cyclopenta[b]Indoles via Binary‐acid Complex Catalyzed In Situ Generated Carbocations","authors":"Wenyang Song ,&nbsp;Man Wang ,&nbsp;Kun Ju ,&nbsp;Daoshan Yang ,&nbsp;Ran Song ,&nbsp;Wen Si ,&nbsp;Jian Lv","doi":"10.1002/ajoc.70387","DOIUrl":"10.1002/ajoc.70387","url":null,"abstract":"<div><div>The binary‐acid complexes HfCl<sub>4</sub> or ZrCl<sub>4</sub>/diphenyl phosphate <strong>PA</strong> could promote in situ generation of stabilized carbocations from γ‐indolyl‐β,γ‐unsaturated α‐keto esters, which were further trapped by different nucleophiles (e.g., thiols and indoles). Under mild conditions, the reaction afforded multi‐substituted cyclopenta[<em>b</em>]indoles in up to 91% yield with low to good stereoselectivity.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70387"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668007","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Photo‐Induced Thiocyanation and Selenocyanation of Alkenylthianthrenium Salts 烯基硫铵盐的光诱导硫氰化和硒氰化
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-04-01 Epub Date: 2026-04-29 DOI: 10.1002/ajoc.70372
Guofu Zhang , Yang Jiang , Zijin Luo , Xianghao Zhang , Chengrong Ding , Guangyao Mei
{"title":"Photo‐Induced Thiocyanation and Selenocyanation of Alkenylthianthrenium Salts","authors":"Guofu Zhang ,&nbsp;Yang Jiang ,&nbsp;Zijin Luo ,&nbsp;Xianghao Zhang ,&nbsp;Chengrong Ding ,&nbsp;Guangyao Mei","doi":"10.1002/ajoc.70372","DOIUrl":"10.1002/ajoc.70372","url":null,"abstract":"<div><div>Organic selenocyanates and thiocyanates are important organic synthetic intermediates. Herein, we report a simple synthetic method for preparing styrenyl selenocyanates/thiocyanates from alkenylthianthrenium salts under photochemical reaction conditions, features simple manipulation and mild conditions, without the need for photocatalyst or single electron donor. This method provides a green new approach for the synthesis of organic selenium/sulfur compounds.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70372"},"PeriodicalIF":2.7,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147668008","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Fluoroalkyl Acetaldehydes-Versatile Fluorinated Building Blocks for the Synthesis of Diverse Fluoroalkylated Compounds 氟烷基乙醛——合成各种氟烷基化合物的通用氟化构件
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-10 DOI: 10.1002/ajoc.70360
Teng Niu, Chunliang Zhang, Rong Zhang, Xiaotong Lou, Caiyun Gao, Yue Wang, Qiao Li, Huirong Wei, Xinghui Zhang, Liping Jiang, Tianyu Yang
{"title":"Fluoroalkyl Acetaldehydes-Versatile Fluorinated Building Blocks for the Synthesis of Diverse Fluoroalkylated Compounds","authors":"Teng Niu,&nbsp;Chunliang Zhang,&nbsp;Rong Zhang,&nbsp;Xiaotong Lou,&nbsp;Caiyun Gao,&nbsp;Yue Wang,&nbsp;Qiao Li,&nbsp;Huirong Wei,&nbsp;Xinghui Zhang,&nbsp;Liping Jiang,&nbsp;Tianyu Yang","doi":"10.1002/ajoc.70360","DOIUrl":"10.1002/ajoc.70360","url":null,"abstract":"<div>\u0000 \u0000 <p>Organofluorine compounds have been widely applied in agrochemicals, pharmaceuticals, and materials science due to their outstanding properties, stimulating the demand for prompting the development of various fluorinating reagents and fluorine-containing building blocks. Among these approaches, the use of easily available and inexpensive fluoroalkyl acetaldehydes and their analogues has garnered increasing attention to access numerous fluoroalkylated compounds. This review focuses on the reactivity and applications of fluoroalkyl acetaldehydes and their derivatives, systematically summarizing recent methodological advances in the synthesis of diverse fluoroalkylated compounds.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147564674","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Fluoroalkyl Acetaldehydes-Versatile Fluorinated Building Blocks for the Synthesis of Diverse Fluoroalkylated Compounds 氟烷基乙醛——合成各种氟烷基化合物的通用氟化构件
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-10 DOI: 10.1002/ajoc.70360
Teng Niu, Chunliang Zhang, Rong Zhang, Xiaotong Lou, Caiyun Gao, Yue Wang, Qiao Li, Huirong Wei, Xinghui Zhang, Liping Jiang, Tianyu Yang
{"title":"Fluoroalkyl Acetaldehydes-Versatile Fluorinated Building Blocks for the Synthesis of Diverse Fluoroalkylated Compounds","authors":"Teng Niu,&nbsp;Chunliang Zhang,&nbsp;Rong Zhang,&nbsp;Xiaotong Lou,&nbsp;Caiyun Gao,&nbsp;Yue Wang,&nbsp;Qiao Li,&nbsp;Huirong Wei,&nbsp;Xinghui Zhang,&nbsp;Liping Jiang,&nbsp;Tianyu Yang","doi":"10.1002/ajoc.70360","DOIUrl":"https://doi.org/10.1002/ajoc.70360","url":null,"abstract":"<div>\u0000 \u0000 <p>Organofluorine compounds have been widely applied in agrochemicals, pharmaceuticals, and materials science due to their outstanding properties, stimulating the demand for prompting the development of various fluorinating reagents and fluorine-containing building blocks. Among these approaches, the use of easily available and inexpensive fluoroalkyl acetaldehydes and their analogues has garnered increasing attention to access numerous fluoroalkylated compounds. This review focuses on the reactivity and applications of fluoroalkyl acetaldehydes and their derivatives, systematically summarizing recent methodological advances in the synthesis of diverse fluoroalkylated compounds.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-03-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147564595","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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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