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A Copper‐Catalyzed Sonogashira Coupling Reaction of Diverse Activated Alkyl Halides with Terminal Alkynes Under Ambient Conditions

Yuxi Cao, Xiaoyang Dong, Jun Yang, Shengpeng Jiang, Shuangliu Zhou, Zhong‐Liang Li, Guo‐Qiang Chen, Xin‐Yuan Liu

2020Advanced Synthesis & Catalysis30 citationsDOI

Abstract

Abstract We describe a copper‐catalyzed Sonogashira coupling reaction of alkyl halides with terminal alkynes under ambient conditions, efficiently providing a versatile tool for the construction of substituted alkynes. A new proline‐based N,N,P‐ligand is utilized to promote the transformation under a mild reaction condition. Diverse alkyl halides, such as primary and secondary (hetero)benzyl chlorides and bromides, secondary and tertiary α‐bromo amides and propargylic bromide, are applicable to provide a wide array of alkynes. magnified image

Topics & Concepts

ChemistrySonogashira couplingHalideAlkylCatalysisCopperAlkyneLigand (biochemistry)Coupling reactionBromideCombinatorial chemistryOrganic chemistryMedicinal chemistryPalladiumBiochemistryReceptorCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions
A Copper‐Catalyzed Sonogashira Coupling Reaction of Diverse Activated Alkyl Halides with Terminal Alkynes Under Ambient Conditions | Litcius