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Electrochemically Enabled, Nickel‐Catalyzed Amination
Author(s) -
Li Chao,
Kawamata Yu,
Nakamura Hugh,
Vantourout Julien C.,
Liu Zhiqing,
Hou Qinglong,
Bao Denghui,
Starr Jeremy T.,
Chen Jinshan,
Yan Ming,
Baran Phil S.
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201707906
Subject(s) - amination , chemistry , catalysis , halide , aryl , amide , nickel , amine gas treating , combinatorial chemistry , palladium , reductive amination , functional group , electrochemistry , organic chemistry , alkyl , electrode , polymer
Along with amide bond formation, Suzuki cross‐coupling, and reductive amination, the Buchwald–Hartwig–Ullmann‐type amination of aryl halides stands as one of the most employed reactions in modern medicinal chemistry. The work herein demonstrates the potential of utilizing electrochemistry to provide a complementary avenue to access such critical bonds using an inexpensive nickel catalyst under mild reaction conditions. Of note is the scalability, functional‐group tolerance, rapid rate, and the ability to employ a variety of aryl donors (Ar−Cl, Ar−Br, Ar−I, Ar−OTf), amine types (primary and secondary), and even alternative X−H donors (alcohols and amides).