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Nickel‐Catalyzed Carbofluoroalkylation of 1,3‐Enynes to Access Structurally Diverse Fluoroalkylated Allenes
Author(s) -
Zhang KaiFan,
Bian KangJie,
Li Chao,
Sheng Jie,
Li Yan,
Wang XiSheng
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201813184
Subject(s) - nickel , catalysis , chemistry , combinatorial chemistry , substrate (aquarium) , radical , reactivity (psychology) , halide , functional group , scope (computer science) , molecule , organic chemistry , computer science , medicine , oceanography , alternative medicine , pathology , programming language , geology , polymer
A nickel‐catalyzed 1,4‐carbofluoroalkylation of 1,3‐enynes to access structurally diverse fluoroalkylated allenes has been established. This method has demonstrated high catalytic reactivity, mild reaction conditions, broad substrate scope, and excellent functional‐group tolerance. The key to success is the use of a nickel catalyst to generate different fluoroalkyl radicals from readily available and structurally diverse fluoroalkyl halides to access 1,4‐difunctionalization of 1,3‐enynes by a radical relay. This strategy provides facile synthesis of structurally diverse multisubstituted allenes, and offers a solution for batch production of various fluorinated bioactive molecules for drug discovery by further transformations.