Ynones are essential scaffolds in a diverse array of active molecules, and also serve as important synthetic intermediates. Herein, we describe a visible light-induced photoredox strategy for the synthesis of ynones using carboxylic acids and alkynyl sulfones. The synthetic protocol features mild reaction conditions and good tolerance with respect to functional groups. Mechanistic studies have demonstrated that the deoxygenative ynonylation proceeds via acyl radical formation, followed by the capture of an alkynylation reagent to generate internal ynones with the loss of a sulfonyl radical. The synthetic utility of this methodology is demonstrated by the utilization of the synthesized ynones in the preparation of diverse important heterocycles.
{"title":"Photoredox catalytic phosphine-mediated deoxygenative alkynylation of carboxylic acids with alkynyl sulfones for alkynone synthesis†","authors":"Wen-Huan Tang , Li-Yuan Wu , Quan-Quan Zhou , Jie-Ping Wan","doi":"10.1039/d4qo02109f","DOIUrl":"10.1039/d4qo02109f","url":null,"abstract":"<div><div>Ynones are essential scaffolds in a diverse array of active molecules, and also serve as important synthetic intermediates. Herein, we describe a visible light-induced photoredox strategy for the synthesis of ynones using carboxylic acids and alkynyl sulfones. The synthetic protocol features mild reaction conditions and good tolerance with respect to functional groups. Mechanistic studies have demonstrated that the deoxygenative ynonylation proceeds <em>via</em> acyl radical formation, followed by the capture of an alkynylation reagent to generate internal ynones with the loss of a sulfonyl radical. The synthetic utility of this methodology is demonstrated by the utilization of the synthesized ynones in the preparation of diverse important heterocycles.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2340-2345"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143375521","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Melina Maag , Linus Bjarne Dittmer , Elena Michel , Alexandra V. Mackenroth , Martin C. Dietl , Frank Rominger , Matthias Rudolph , Andreas Dreuw , A. Stephen K. Hashmi
Herein we disclose a systematic evaluation of the scope and limitations for the use of alkynyl triazenes for the synthesis of cyano-substituted cyclopropanes and cyclopropenes. The method is based on the formation of a cyanocarbene by cleavage of the N1–N2 bond of the alkynyl triazene precursor under UV light, which then reacts with a styrene or alkyne to form the respective products, making this a simple approach avoiding metals typically used in related reactions of organic azides. Different substituents on the triazene moiety, N-terminus and styrene/alkyne were investigated concerning their influence on the yield and diastereoselectivity with respect to the resulting cyclopropanes. The study showed that electron-rich aryl substituents at the alkynyl triazenes enable a good diastereomeric excess favouring the anti-diastereomer. Accompanying computational studies revealed that this diastereomeric preference can be qualitatively predicted from the relative stability of the singlet and triplet states of the cyanocarbene, as well as the dispersive attraction between the carbene and the olefin.
{"title":"Scope and mechanistic insight into the chemistry of cyanocarbenes derived from alkynyl triazenes by UV irradiation†","authors":"Melina Maag , Linus Bjarne Dittmer , Elena Michel , Alexandra V. Mackenroth , Martin C. Dietl , Frank Rominger , Matthias Rudolph , Andreas Dreuw , A. Stephen K. Hashmi","doi":"10.1039/d4qo02023e","DOIUrl":"10.1039/d4qo02023e","url":null,"abstract":"<div><div>Herein we disclose a systematic evaluation of the scope and limitations for the use of alkynyl triazenes for the synthesis of cyano-substituted cyclopropanes and cyclopropenes. The method is based on the formation of a cyanocarbene by cleavage of the N1–N2 bond of the alkynyl triazene precursor under UV light, which then reacts with a styrene or alkyne to form the respective products, making this a simple approach avoiding metals typically used in related reactions of organic azides. Different substituents on the triazene moiety, N-terminus and styrene/alkyne were investigated concerning their influence on the yield and diastereoselectivity with respect to the resulting cyclopropanes. The study showed that electron-rich aryl substituents at the alkynyl triazenes enable a good diastereomeric excess favouring the anti-diastereomer. Accompanying computational studies revealed that this diastereomeric preference can be qualitatively predicted from the relative stability of the singlet and triplet states of the cyanocarbene, as well as the dispersive attraction between the carbene and the olefin.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2180-2186"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/qo/d4qo02023e?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142905511","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ruyan Zhao , Guoqin Liu , Philomène Leonore Koko , Mingchao Wang , Xinliang Feng
Two-dimensional conjugated polymers (2D CPs) are typically represented by 2D conjugated covalent organic frameworks (COFs) that consist of covalently cross-linked linear conjugated polymers, which possess extended in-plane π-conjugation and out-of-plane electronic couplings. The precise incorporation of molecular building blocks into ordered polymer frameworks through (semi)reversible 2D polycondensation methodologies enables the synthesis of novel polymer semiconductors with designable and predictable properties for various (opto)electronic, spintronic, photocatalytic, and electrochemical applications. Linkage chemistry lays the foundation for this class of synthetic materials and provides a library for subsequent investigations. In this review, we summarize recent advances in synthetic strategies for 2D CPs. By exploring synthetic approaches and the intricate interplay between chemical structure, the efficiency of 2D conjugation, and related physicochemical properties, we are expected to guide readers with a general background in synthetic chemistry and those actively involved in electronic device research. Furthermore, the discussion will appeal to researchers intrigued by the prospect of uncovering novel physical phenomena or mechanisms inherent in these emerging polymer semiconductors. Finally, future research directions and perspectives of highly crystalline and processable 2D CPs for electronics and other cutting-edge fields are discussed.
{"title":"Advances in synthetic strategies for two-dimensional conjugated polymers","authors":"Ruyan Zhao , Guoqin Liu , Philomène Leonore Koko , Mingchao Wang , Xinliang Feng","doi":"10.1039/d4qo02211d","DOIUrl":"10.1039/d4qo02211d","url":null,"abstract":"<div><div>Two-dimensional conjugated polymers (2D CPs) are typically represented by 2D conjugated covalent organic frameworks (COFs) that consist of covalently cross-linked linear conjugated polymers, which possess extended in-plane π-conjugation and out-of-plane electronic couplings. The precise incorporation of molecular building blocks into ordered polymer frameworks through (semi)reversible 2D polycondensation methodologies enables the synthesis of novel polymer semiconductors with designable and predictable properties for various (opto)electronic, spintronic, photocatalytic, and electrochemical applications. Linkage chemistry lays the foundation for this class of synthetic materials and provides a library for subsequent investigations. In this review, we summarize recent advances in synthetic strategies for 2D CPs. By exploring synthetic approaches and the intricate interplay between chemical structure, the efficiency of 2D conjugation, and related physicochemical properties, we are expected to guide readers with a general background in synthetic chemistry and those actively involved in electronic device research. Furthermore, the discussion will appeal to researchers intrigued by the prospect of uncovering novel physical phenomena or mechanisms inherent in these emerging polymer semiconductors. Finally, future research directions and perspectives of highly crystalline and processable 2D CPs for electronics and other cutting-edge fields are discussed.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2457-2480"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/qo/d4qo02211d?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143055521","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Gang Chen , Guangjie Nie , Linxuan Li , Jie Fu , Hui Yao , Nianyu Huang , Nengzhong Wang
Annulation reactions are recognized for their efficiency in constructing complex cyclic compounds with multiple substitutions, aligning well with green chemistry principles. Herein, we report a transition-metal-free, chemodiverse cycloaddition reaction employing allylamines as [C,N] synthons that react with azadienes in an environmentally benign manner. The protocol has been applied to benzofuran- and indanone-derived azadienes via [3 + 2] cycloadditions, and to benzothiophene-derived azadienes via [3 + 4] cycloadditions, yielding a series of spirobenzofurans, spirotetrandrines, and benzothiophene-diazepines with high diastereoselectivity. In addition to avoiding the use of toxic transition metals, the process demonstrates the potential for further functional group transformations of the cycloaddition products, paving the way for the sustainable generation of valuable intermediates.
{"title":"Atom-controlled divergent synthesis of spiro and fused rings via base-catalyzed chemoselective annulation†","authors":"Gang Chen , Guangjie Nie , Linxuan Li , Jie Fu , Hui Yao , Nianyu Huang , Nengzhong Wang","doi":"10.1039/d4qo02400a","DOIUrl":"10.1039/d4qo02400a","url":null,"abstract":"<div><div>Annulation reactions are recognized for their efficiency in constructing complex cyclic compounds with multiple substitutions, aligning well with green chemistry principles. Herein, we report a transition-metal-free, chemodiverse cycloaddition reaction employing allylamines as [C,N] synthons that react with azadienes in an environmentally benign manner. The protocol has been applied to benzofuran- and indanone-derived azadienes <em>via</em> [3 + 2] cycloadditions, and to benzothiophene-derived azadienes <em>via</em> [3 + 4] cycloadditions, yielding a series of spirobenzofurans, spirotetrandrines, and benzothiophene-diazepines with high diastereoselectivity. In addition to avoiding the use of toxic transition metals, the process demonstrates the potential for further functional group transformations of the cycloaddition products, paving the way for the sustainable generation of valuable intermediates.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2212-2218"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142992606","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Zhaojiang Shi , Chao-Yan Wen , Li-Xue Yang , Jianan Li , Xiaoxia Sun
Rearrangement reactions are among the most critical transformations in synthetic chemistry, enabling the construction of complex molecules from simple starting materials through the cleavage and reformation of chemical bonds. Synthetic electrochemistry, as a sustainable synthesis method, eliminates the need for stoichiometric redox reagents, significantly advancing green chemistry. Over the past decade, numerous electrochemically promoted rearrangement reactions have been developed, demonstrating the broad applicability of electrochemistry in facilitating rearrangement processes. This review highlights the application of electrochemistry in rearrangements, focusing on functional group migrations, ring expansion reactions, and selective migratory cyclization reactions.
{"title":"Recent progress in electrochemical rearrangement reactions","authors":"Zhaojiang Shi , Chao-Yan Wen , Li-Xue Yang , Jianan Li , Xiaoxia Sun","doi":"10.1039/d4qo02437k","DOIUrl":"10.1039/d4qo02437k","url":null,"abstract":"<div><div>Rearrangement reactions are among the most critical transformations in synthetic chemistry, enabling the construction of complex molecules from simple starting materials through the cleavage and reformation of chemical bonds. Synthetic electrochemistry, as a sustainable synthesis method, eliminates the need for stoichiometric redox reagents, significantly advancing green chemistry. Over the past decade, numerous electrochemically promoted rearrangement reactions have been developed, demonstrating the broad applicability of electrochemistry in facilitating rearrangement processes. This review highlights the application of electrochemistry in rearrangements, focusing on functional group migrations, ring expansion reactions, and selective migratory cyclization reactions.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2499-2524"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143050761","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Electrocyclic reactions represent a fundamental class of organic transformations that play a pivotal role in the synthesis of structurally intricate and biologically active natural products. These reactions adhere to the Woodward–Hoffmann rules, which elucidate the stereochemical outcomes based on the symmetry properties of the molecular orbitals involved. Characterized by their ability to dictate regio- and stereochemistry with high fidelity, electrocyclic reactions have proven to be a reliable and efficient method for assembling complex polycyclic frameworks. This review highlights recent advances in the application of electrocyclic reactions within the total synthesis of notable natural products. It also includes short sections on electrocyclic reactions in biosynthesis and key methodological developments in this area over recent years, aiming to complement existing reviews.
{"title":"Recent advances on electrocyclic reactions in complex natural product synthesis: an update","authors":"Ruyi Chen , Yanlin Liu , Hanfeng Ding","doi":"10.1039/d4qo02276a","DOIUrl":"10.1039/d4qo02276a","url":null,"abstract":"<div><div>Electrocyclic reactions represent a fundamental class of organic transformations that play a pivotal role in the synthesis of structurally intricate and biologically active natural products. These reactions adhere to the Woodward–Hoffmann rules, which elucidate the stereochemical outcomes based on the symmetry properties of the molecular orbitals involved. Characterized by their ability to dictate regio- and stereochemistry with high fidelity, electrocyclic reactions have proven to be a reliable and efficient method for assembling complex polycyclic frameworks. This review highlights recent advances in the application of electrocyclic reactions within the total synthesis of notable natural products. It also includes short sections on electrocyclic reactions in biosynthesis and key methodological developments in this area over recent years, aiming to complement existing reviews.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2415-2438"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143367456","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Allylamines are a versatile class of compounds with significant applications in pharmaceuticals and as building blocks in organic synthesis. Herein we present a straightforward protocol for visible-light driven g-C3N4-catalyzed decarboxylative alkenylation of N-aryl glycines with vinyl sulfones to access allylamines in moderate to excellent yields (up to 91%), and it demonstrated broad substrate compatibility, including primary, secondary, and tertiary N-aryl glycines and diverse vinyl sulfones. Notably, the g-C3N4 catalyst is recyclable up to five times without obvious loss of catalytic performance. Preliminary mechanistic studies indicated that visible light is essential to achieve the desired transformation efficiently.
{"title":"Recyclable g-C3N4 catalyzed decarboxylative alkenylation of N-aryl glycines with vinyl sulfones under visible-light irradiation†","authors":"Chengjie Guo , Guozhi Zhao , Yabiao Feng , Dong Chen , Teck-Peng Loh , Dongping Wang , Zhenhua Jia","doi":"10.1039/d5qo00100e","DOIUrl":"10.1039/d5qo00100e","url":null,"abstract":"<div><div>Allylamines are a versatile class of compounds with significant applications in pharmaceuticals and as building blocks in organic synthesis. Herein we present a straightforward protocol for visible-light driven g-C<sub>3</sub>N<sub>4</sub>-catalyzed decarboxylative alkenylation of <em>N</em>-aryl glycines with vinyl sulfones to access allylamines in moderate to excellent yields (up to 91%), and it demonstrated broad substrate compatibility, including primary, secondary, and tertiary <em>N</em>-aryl glycines and diverse vinyl sulfones. Notably, the g-C<sub>3</sub>N<sub>4</sub> catalyst is recyclable up to five times without obvious loss of catalytic performance. Preliminary mechanistic studies indicated that visible light is essential to achieve the desired transformation efficiently.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2409-2414"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/qo/d5qo00100e?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143418429","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
In contrast to the π-electrophilic transition metal-catalyzed cycloisomerization of enynes, systematic studies on the reaction of enynes by activation of carbonyl groups conjugated to alkynes are lacking. Herein, we report the metal-free cycloisomerization of 7-en-2-yn-1-ones to gem-difluorinated and gem-chlorofluorinated bicyclo[3.1.0]hexanes using electrophilic halogenating agents.
{"title":"Cycloisomerization of 7-en-2-yn-1-ones to bicyclo[3.1.0]hexanes using electrophilic fluorination or chlorination agents†","authors":"Yuki Yasuda , Daisuke Sato , Akira Tsubouchi , Akio Saito","doi":"10.1039/d4qo02373k","DOIUrl":"10.1039/d4qo02373k","url":null,"abstract":"<div><div>In contrast to the π-electrophilic transition metal-catalyzed cycloisomerization of enynes, systematic studies on the reaction of enynes by activation of carbonyl groups conjugated to alkynes are lacking. Herein, we report the metal-free cycloisomerization of 7-en-2-yn-1-ones to <em>gem</em>-difluorinated and <em>gem</em>-chlorofluorinated bicyclo[3.1.0]hexanes using electrophilic halogenating agents.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2159-2164"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143443948","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Single-electron reduction of the Caryl–F bond is quite challenging due to its high reduction potential. Herein, we report an arenethiolate-catalyzed single-electron reduction of the Caryl–F bond to access oxindoles. A variety of oxindoles are provided in moderate to excellent yields through a single-electron reduction/cyclization/single-electron oxidation process. Furthermore, the 1,5-HAT of inert C–H could be achieved with this method. A plausible pathway with arenethiolate as a SET catalyst is proposed on the basis of mechanistic studies.
{"title":"Arenethiolate-catalyzed Caryl–F bond activation: synthesis of oxindoles†","authors":"Shengyun Liu , Mingying Li , Wei Xiao , Jie Wu","doi":"10.1039/d4qo01888e","DOIUrl":"10.1039/d4qo01888e","url":null,"abstract":"<div><div>Single-electron reduction of the C<sub>aryl</sub>–F bond is quite challenging due to its high reduction potential. Herein, we report an arenethiolate-catalyzed single-electron reduction of the C<sub>aryl</sub>–F bond to access oxindoles. A variety of oxindoles are provided in moderate to excellent yields through a single-electron reduction/cyclization/single-electron oxidation process. Furthermore, the 1,5-HAT of inert C–H could be achieved with this method. A plausible pathway with arenethiolate as a SET catalyst is proposed on the basis of mechanistic studies.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2314-2320"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142905510","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Yuhao Jiang , Jiapeng Sun , Qi Hu , Jianmin Huang , Yingming Song , Hua Cao , Yue Yu
Under photocatalytic conditions, a novel and highly reactive trifluoromethylating/sulfurating reagent, S-aryl trifluoromethanesulfonothioate (TTSA), was reacted with a variety of 1,6-enynes, affording sulfurated and trifluoromethylated dihydrofuran-2-one or pyrrolidin-2-one derivates in great yields with high diastereoselectivities. In this radical cascade process, three new chemical bonds including C–S, C–C, and C–CF3 bonds were formed in one step.
{"title":"Diastereoselective visible-light-induced radical cascade trifluoromethylation/sulfuration/cyclization of 1,6-enynes with S-aryl trifluoromethanesulfonothioate (TTSA)†","authors":"Yuhao Jiang , Jiapeng Sun , Qi Hu , Jianmin Huang , Yingming Song , Hua Cao , Yue Yu","doi":"10.1039/d4qo01597e","DOIUrl":"10.1039/d4qo01597e","url":null,"abstract":"<div><div>Under photocatalytic conditions, a novel and highly reactive trifluoromethylating/sulfurating reagent, <em>S</em>-aryl trifluoromethanesulfonothioate (TTSA), was reacted with a variety of 1,6-enynes, affording sulfurated and trifluoromethylated dihydrofuran-2-one or pyrrolidin-2-one derivates in great yields with high diastereoselectivities. In this radical cascade process, three new chemical bonds including C–S, C–C, and C–CF<sub>3</sub> bonds were formed in one step.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 7","pages":"Pages 2242-2247"},"PeriodicalIF":0.0,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143057209","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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