Litcius/Paper detail

Copper-Catalyzed Bromodifluoroacetylative Cyclization of Enynes

Shaoqun Zhu, Hai‐Bo Yang, Along Jiang, Bing Zhou, Ying Han, Chao‐Guo Yan, Yaocheng Shi, Hong Hou

2020The Journal of Organic Chemistry25 citationsDOI

Abstract

A copper-catalyzed bromodifluoroacetylative cyclization reaction is described. The treatment of bromodifluoroacete derivatives by CuI and B2Pin2 enables difluoroalkyl radical generation and triggers the radical addition/cyclization/bromination sequences. Bromodifluoroacetyl-derived ester, amide, and ketone were compatible and gave various vinyl C–Br bonds containing functionalized heterocycles in good yields.

Topics & Concepts

ChemistryCatalysisCopperCombinatorial chemistryOrganic chemistryFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions