Advanced Synthesis & Catalysis最新文献

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RETRACTION: Novel Organic-Inorganic Hybrid Mesoporous Silica Supported Oxo-Vanadium Schiff Base for Selective Oxidation of Alcohols 缩回:新型有机-无机杂化介孔二氧化硅负载氧化钒席夫碱用于醇的选择性氧化
IF 4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-09-01 DOI: 10.1002/adsc.9593
{"title":"RETRACTION: Novel Organic-Inorganic Hybrid Mesoporous Silica Supported Oxo-Vanadium Schiff Base for Selective Oxidation of Alcohols","authors":"","doi":"10.1002/adsc.9593","DOIUrl":"10.1002/adsc.9593","url":null,"abstract":"<p>\u0000 <b>RETRACTION</b>: S. Verma, M. Nandi, A. Modak, S. L. Jain and A. Bhaumik, “Novel Organic-Inorganic Hybrid Mesoporous Silica Supported Oxo-Vanadium Schiff Base for Selective Oxidation of Alcohols,” <i>Advanced Synthesis &amp; Catalysis</i> 353, no. 11–12 (2011): 1897–1902, https://doi.org/10.1002/adsc.201100018.</p><p>\u0000The above article, published online on 04 August 2011 in Wiley Online Library (wileyonlinelibrary.com), has been retracted by agreement between the journal Editor-in-Chief, Sandra Gonzalez Gallardo; and Wiley-VCH GmbH. The retraction has been agreed upon following an investigation based on concerns raised by a third party. The investigation revealed that several 1H NMR spectra presented in the supporting information of this article, including those corresponding to entries 2, 5, 6, and 16 of Table 1, have been duplicated from a publicly available database. The authors were unable to provide their raw data or a satisfactory explanation. The editors consider the results and conclusions of this article unreliable. The authors were informed of the retraction.</p><p>\u0000 <b>Author contribution statement</b>\u0000 </p><p>This is a collaborative research work between IIP Dehradun and IACS Kolkata. The synthesis of PMO material and its characterization were done by the IACS group, whereas catalysis and NMR analysis of the products were done by IIP group. Mahasweta Nandi, Arindam Modak and Asim Bhaumik of IACS Kolkata provided the support material and they neither did the catalysis nor the 1H NMR analysis of the reaction products as presented in Table 1.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 18","pages":""},"PeriodicalIF":4.0,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://advanced.onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.9593","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144924131","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Diboron Reagents in Modern Reduction Chemistry: A Versatile Tool for Reduction of Various Functional Groups 现代还原化学中的二硼试剂:各种官能团还原的通用工具
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-08-26 DOI: 10.1002/adsc.70066
Amit Vinayak Gavit, Nutan Rajendra Darandale, Sarthak Baburao Surange, Dinesh Nanaji Sawant
{"title":"Diboron Reagents in Modern Reduction Chemistry: A Versatile Tool for Reduction of Various Functional Groups","authors":"Amit Vinayak Gavit, Nutan Rajendra Darandale, Sarthak Baburao Surange, Dinesh Nanaji Sawant","doi":"10.1002/adsc.70066","DOIUrl":"https://doi.org/10.1002/adsc.70066","url":null,"abstract":"Reduction of various organic functionality including aldehyde, ketone, nitro, imine, and alkyne has gained noteworthy attention due to its vast application of products in organic transformation reactions. To attempt hydrogenation several approaches have been reported by using molecular hydrogen as a reducing source. Besides, this diboron (tetrahydroxy diboron, bispinacolato diboron, neoglycolato diboron) has shown a promising and alternative approach for the reduction of the reducible functional group without using any molecular hydrogen. The ligand‐free reduction approach of commercially available diboron reduces the organic compound by using water or organic solvent and metal salt making it an attractive protocol in the recent era of reduction as well as hydrogenation. Herein, we provide an extensive and collective overview of the diboron‐mediated reduction approach of various organic compounds.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"13 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144901478","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
Bifunctional Organocatalysts and Brønsted Bases in Cooperative Catalysis for the Asymmetric [4 + 2] Cycloaddition of In Situ-Generated Dienes from Isochromane-3,4-Diones with Nitroalkenes 双功能有机催化剂和Brønsted碱协同催化异铬烷- 3,4 -二酮与硝基烯烃原位生成二烯的不对称[4 + 2]环加成反应
IF 4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-08-25 DOI: 10.1002/adsc.70039
Mohammad Sadeq Mousavi, Consiglia Tedesco, Antonio Massa
{"title":"Bifunctional Organocatalysts and Brønsted Bases in Cooperative Catalysis for the Asymmetric [4 + 2] Cycloaddition of In Situ-Generated Dienes from Isochromane-3,4-Diones with Nitroalkenes","authors":"Mohammad Sadeq Mousavi,&nbsp;Consiglia Tedesco,&nbsp;Antonio Massa","doi":"10.1002/adsc.70039","DOIUrl":"10.1002/adsc.70039","url":null,"abstract":"<p>Herein, the first asymmetric Diels–Alder reaction involving in situ-generated dienes from readily available isochromane-3,4-diones is reported, using nitroalkenes as dienophilic counterparts. The reaction is catalyzed by a bifunctional thiourea-<i>epi</i>-quinine organocatalyst, cooperatively assisted by readily available Brønsted base cocatalysts. This strategy enables highly enantio- and exo-diastereo-selective [4 + 2] cycloaddition with a wide range of nitroalkenes, leading to the formation of valuable bridged lactones, a motif found in many natural products. The method applies not only to <i>β</i>-nitrostyrenes, but also to aliphatic nitroalkenes such as (nitromethylene)cyclohexane, leading to an unusual bridged spiro lactone. The reaction proceeds with complete regioselectivity, furnishing the products in high yields and achieving enantiomeric ratios (e.r.) ranging from 90:10 to 98:2. The use of Brønsted base as a cocatalyst not only enhances the turnover and promotes diene formation by vinylogous dienolization, leading to a higher yield in shorter reaction times, but also improves the enantioselectivity. In addition, follow-up reactivity is investigated, furnishing interesting novel bridged amino ester and tetraline motifs.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 18","pages":""},"PeriodicalIF":4.0,"publicationDate":"2025-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://advanced.onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.70039","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144901679","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Axial‐to‐Point Chirality Transfer: Chromium(VI)‐Catalyzed Hydroxylative Dearomatization of 2‐Naphthols 轴向-点手性转移:铬(VI)催化2 -萘酚羟基脱芳化
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-08-23 DOI: 10.1002/adsc.70089
Sushree Ranjan Sahoo, Vinod K. Singh
{"title":"Axial‐to‐Point Chirality Transfer: Chromium(VI)‐Catalyzed Hydroxylative Dearomatization of 2‐Naphthols","authors":"Sushree Ranjan Sahoo, Vinod K. Singh","doi":"10.1002/adsc.70089","DOIUrl":"https://doi.org/10.1002/adsc.70089","url":null,"abstract":"Axial‐to‐point chirality transfer is an important strategy for the construction of chiral centers, where the axial chiral reagents are mostly limited to atropomerically stable ones. In this work, a Cr(VI)‐catalyzed enantioselective hydroxylative dearomatization (via axial‐to‐point chirality transfer) of axially chiral 2‐naphthols is presented. This transformation proceeds efficiently across a broad range of axially chiral 2‐naphthols, yielding hydroxylative dearomatized products in good yields (up to 85%) with excellent enantioselectivities (up to &gt; 99% ee) and enantiospecificity (up to &gt; 99% es).","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"298 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144901678","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
CO2-to-Cyclic Carbonate Transformation at Ambient Pressure Using a Mechanochemically Prepared Ti(III) Catalyst 利用机械化学制备的Ti(III)催化剂在常压下进行CO2 - to -循环碳酸盐转化
IF 4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-08-22 DOI: 10.1002/adsc.70057
Elena Álvarez-Ruiz, Marta Navarro, Ignacio Sancho, Israel Fernández, Cristina Santamaría, Alberto Hernán-Gómez
{"title":"CO2-to-Cyclic Carbonate Transformation at Ambient Pressure Using a Mechanochemically Prepared Ti(III) Catalyst","authors":"Elena Álvarez-Ruiz,&nbsp;Marta Navarro,&nbsp;Ignacio Sancho,&nbsp;Israel Fernández,&nbsp;Cristina Santamaría,&nbsp;Alberto Hernán-Gómez","doi":"10.1002/adsc.70057","DOIUrl":"10.1002/adsc.70057","url":null,"abstract":"<p>A readily accessible Ti(III) complex, [Li(thf)<sub>4</sub>][Ti(<sup>Mes</sup>PDA)<sub>2</sub>] (<b>4</b>) (<sup>Mes</sup>PDA = N, N′-bis(2,4,6-trimethylphenyl)-<i>o</i>-phenylenediamide), has been synthesized mechanochemically, offering a sustainable route to Ti(III) species. Complex <b>4</b>, combined with [NBu<sub>4</sub>I] (TBAI), efficiently catalyzes the cycloaddition of CO<sub>2</sub> (1 bar) with terminal and internal epoxides, bio-resourced diepoxides, and the tri-substituted limonene oxide. This work represents the first example of a Ti(III)-based catalyst capable of efficiently synthesizing cyclic carbonates from CO<sub>2</sub> and epoxides under atmospheric pressure, and demonstrates the superior catalytic activity of Ti(III) compared to its Ti(IV) analog [Ti(<sup>Mes</sup>PDA)<sub>2</sub>] (<b>3)</b>. A detailed mechanistic study is conducted through density functional theory analysis to explore the catalytic pathways mediated by Ti(III) and Ti(IV). Key steps include epoxide coordination to Ti, iodide-mediated ring-opening to form a Ti-alkoxide species, and CO<sub>2</sub> insertion into the Ti–O bond. The superior performance of Ti(III) arises from its lower oxophilicity, which weakens Ti–O interactions, enhancing CO<sub>2</sub> insertion. Electron Paramagnetic Resonance (EPR) spectroscopy confirms epoxide coordination and supports the formation of a Ti(III)-alkoxide intermediate. Further evidence for the latter species comes from X-ray crystallography of the Ti(IV)-alkoxide analog [Li(4-crown-12)<sub>2</sub>][Ti(<sup>Mes</sup>PDA)<sub>2</sub>(<i>O</i><sup>i</sup>Pr)] (<b>17</b>), providing indirect structural evidence. These findings advance the development of Ti(III) systems in CO<sub>2</sub> valorization and highlight the key role of oxidation state in catalytic efficiency.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 18","pages":""},"PeriodicalIF":4.0,"publicationDate":"2025-08-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://advanced.onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.70057","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144901676","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Visible‐Light‐Promoted Dearomatization for The Construction of Imidazole Scaffolds 可见光促进咪唑类支架结构的脱芳化
IF 5.4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-08-21 DOI: 10.1002/adsc.70084
Silvia Roscales, Aurelio G. Csáky
{"title":"Visible‐Light‐Promoted Dearomatization for The Construction of Imidazole Scaffolds","authors":"Silvia Roscales, Aurelio G. Csáky","doi":"10.1002/adsc.70084","DOIUrl":"https://doi.org/10.1002/adsc.70084","url":null,"abstract":"Dearomatization is a powerful strategy for constructing complex carbocycles and heterocycles, though it typically relies on harsh conditions due to aromatic stability. Herein, a visible‐light‐driven photocatalytic dearomatization strategy for electron‐poor imidazo[1,2‐<jats:italic>a</jats:italic>]pyridines is reported, addressing a key limitation of current methods, which predominantly target electron‐rich aromatic systems. Using <jats:italic>α</jats:italic>‐keto acids as acyl radical precursors, this mild method enables the efficient synthesis of structurally diverse and functionalized imidazole derivatives, a privileged scaffold in pharmaceuticals and advanced materials. Some of the synthesized imidazoles display noteworthy photophysical properties. Some of the synthesized imidazoles show dual fluorescence from deep violet to greenish‐cyan, highlighting potential as innovative fluorescent probes. This work expands the scope of dearomatization and provides a valuable tool for accessing new chemical space in drug discovery and materials science.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"29 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2025-08-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144901559","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
Substrate-Dependent Asymmetric Allylic Alkylation of Morita–Baylis–Hillman Carbonates with 3-Alkylidene Oxindoles Morita-Baylis-Hillman碳酸盐与3 -烷基烯氧吲哚的不对称烯丙基烷基化反应
IF 4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-08-21 DOI: 10.1002/adsc.70027
Bo-Wei Huang, Yun-Jie Tsou, Jeng-Liang Han
{"title":"Substrate-Dependent Asymmetric Allylic Alkylation of Morita–Baylis–Hillman Carbonates with 3-Alkylidene Oxindoles","authors":"Bo-Wei Huang,&nbsp;Yun-Jie Tsou,&nbsp;Jeng-Liang Han","doi":"10.1002/adsc.70027","DOIUrl":"10.1002/adsc.70027","url":null,"abstract":"<p>A substrate-dependent, regio- and stereo-controlled asymmetric allylic alkylation of 3-alkylidene oxindoles and racemic Morita–Baylis–Hillman carbonates has been achieved using chiral cinchona alkaloid-derived catalysts. This present methodology enables the divergent synthesis of chiral <i>γ</i>-substituted alkylidene oxindoles and 3,3-disubstituted oxindoles in a highly selective manner. Plausible catalytic pathways for the formation of these biologically interesting compounds are proposed. Density functional theory calculations have clarified the high diastereoselectivity of allylic alkylation of <b>1a</b> with <b>2a</b> and have confirmed that the chiral 3,3-disubstituted oxindoles <b>6</b> are from an asymmetric allylic alkylation/Cope rearrangement sequence.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 18","pages":""},"PeriodicalIF":4.0,"publicationDate":"2025-08-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144901557","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
Synthesis of Polycyclic Oxazolinium Compounds from Aryloxazolines and Alkynes via Dual Photoredox/Gold Catalysis and Rhodium Catalysis 芳杂唑啉和炔基双光氧化还原/金催化和铑催化合成多环恶唑啉化合物
IF 4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-08-21 DOI: 10.1002/adsc.70023
Lai-Yi Tsang, Ajcharapan Tantipanjaporn, Karen Ka-Yan Kung, Hoi-Yi Sit, Wa-Yi O, Aries Kwok-Heung Chan, Nathanael Chun-Him Lai, Man-Kin Wong
{"title":"Synthesis of Polycyclic Oxazolinium Compounds from Aryloxazolines and Alkynes via Dual Photoredox/Gold Catalysis and Rhodium Catalysis","authors":"Lai-Yi Tsang,&nbsp;Ajcharapan Tantipanjaporn,&nbsp;Karen Ka-Yan Kung,&nbsp;Hoi-Yi Sit,&nbsp;Wa-Yi O,&nbsp;Aries Kwok-Heung Chan,&nbsp;Nathanael Chun-Him Lai,&nbsp;Man-Kin Wong","doi":"10.1002/adsc.70023","DOIUrl":"10.1002/adsc.70023","url":null,"abstract":"<p>A series of polycyclic oxazolinium compounds is synthesized from various aryloxazolines with silyl-substituted alkynes and internal alkynes <i>via</i> two synthetic pathways. By using dual photoredox/gold catalysis, the coupling of 2-aryloxazoline diazonium compounds with silyl-substituted alkynes affords silyl-substituted polycyclic oxazoliniums in 20%–36% yield. The coupling of 2-aryloxazolines with internal alkynes affords polycyclic oxazoliniums with up to 81% yield by Rh-catalyzed C<span></span>H bond functionalization. X-ray crystallographic analysis and circular dichroism reveal the successful coupling of chiral (<i>R</i>)-2-aryloxazolines with internal alkynes and affording the corresponding chiral (<i>R</i>)-oxazoliniums. Cytotoxicity analysis of the polycyclic oxazolinium compounds reveals cytotoxic activity on cancerous HeLa cells in micromolar dosage, with the lowest IC<sub>50</sub> of 6.4 μM.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 18","pages":""},"PeriodicalIF":4.0,"publicationDate":"2025-08-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://advanced.onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.70023","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144901560","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A Sequence-Controlled Di-Functionalization of an SO2-Surrogate with Amines for the Synthesis of Sulfonamides 硫代物与胺的序列控制双官能化合成磺胺类化合物
IF 4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-08-20 DOI: 10.1002/adsc.70041
Yu-Cheng Lee, Indrajit Karmakar, Zi-Hong Qiu, Rekha Bai, Chin-Fa Lee
{"title":"A Sequence-Controlled Di-Functionalization of an SO2-Surrogate with Amines for the Synthesis of Sulfonamides","authors":"Yu-Cheng Lee,&nbsp;Indrajit Karmakar,&nbsp;Zi-Hong Qiu,&nbsp;Rekha Bai,&nbsp;Chin-Fa Lee","doi":"10.1002/adsc.70041","DOIUrl":"https://doi.org/10.1002/adsc.70041","url":null,"abstract":"<p>A streamlined one-pot, sequence-controlled di-functionalization strategy has been developed for the synthesis of structurally diverse sulfonamides under mild conditions. The reaction utilizes DABCO•(SO<sub>2</sub>)<sub>2</sub> as an SO<sub>2</sub>-surrogate and engages two amines—either identical or different—in a stepwise manner. Potassium iodide (KI) acts as a stoichiometric reductant, while isoamyl nitrite facilitates the in situ generation of reactive intermediates under a nitrogen atmosphere in acetonitrile at room temperature. The transformation proceeds via a sulfinamide intermediate, enabling the efficient construction of sulfonamides with broad substrate scope, high functional group tolerance, and excellent yields. The method features clean reaction profiles, operational simplicity, and scalability, making it a practical and mechanistically informed approach to sulfonamide synthesis.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 18","pages":""},"PeriodicalIF":4.0,"publicationDate":"2025-08-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145196921","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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
Direct Photoinitiated Bromosulfonylation of Alkenes and Alkynes 烯烃和炔的直接光引发溴磺化反应
IF 4 2区 化学
Advanced Synthesis & Catalysis Pub Date : 2025-08-20 DOI: 10.1002/adsc.70053
Vladimir A. Abramov, Maxim A. Topchiy, Maria A. Rasskazova, Egor A. Drokin, Irina Beletskaya, Andrey F. Asachenko
{"title":"Direct Photoinitiated Bromosulfonylation of Alkenes and Alkynes","authors":"Vladimir A. Abramov,&nbsp;Maxim A. Topchiy,&nbsp;Maria A. Rasskazova,&nbsp;Egor A. Drokin,&nbsp;Irina Beletskaya,&nbsp;Andrey F. Asachenko","doi":"10.1002/adsc.70053","DOIUrl":"https://doi.org/10.1002/adsc.70053","url":null,"abstract":"<p>The reaction of direct photoinitiated bromosulfonylation of alkynes and alkenes with p-tolylsulfonyl bromide is reported. Low-power radiation with a maximum wavelength of 400 nm is used for the reaction. The reaction proceeds at room temperature under metal-free conditions. A photocatalytic bisimine additive is proposed that significantly increases the stereoselectivity of the alkyne bromosulfonylation reaction and increases the yield of products. The reaction scope is demonstrated with 49 examples. Methods for the subsequent functionalization of <i>β</i>-bromovinylsulfones to obtain valuable products are proposed.</p>","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 18","pages":""},"PeriodicalIF":4.0,"publicationDate":"2025-08-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145196920","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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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