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Recent Advances in the Tandem Difunctionalization of Alkynes: Mechanism-Based Classification

Danfeng Deng, Dayun Huang, Xiangyu Sun, Biwen Gao

2021Synthesis27 citationsDOI

Abstract

Abstract Recent advances on the tandem difunctionalization of alkynes in the last decade (2010–2020) are summarized into five categories based on the type of mechanism: (1) radical addition and coupling for the synthesis of polysubstituted ketones and alkenes, (2) electrophilic addition of alkynes, (3) reactions mediated by haloalkynes or copper acetylides, (4) the preparation of cyclic compounds via radical processes, palladium-catalyzed reactions or conjugate additions, and (5) cyclic compounds as intermediates in ring openings. Herein, radical, electrophilic and nucleophilic reactions are discussed in detail. We hope this review will help to promote future research in this area. 1 Introduction 2 Radical Addition and Coupling 3 Electrophilic Addition 4 Reactions Mediated by Haloalkynes or Copper Acetylides 5 Cyclization 6 Cyclization and Ring Opening 7 Conclusions

Topics & Concepts

ChemistryElectrophileNucleophileCombinatorial chemistryTandemRing (chemistry)Radical cyclizationOrganic chemistryCatalysisMaterials scienceComposite materialCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
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