Reductive Amination of Ketonic Compounds Catalyzed by CpIr(III) Complexes Bearing a Picolinamidato Ligand

Cp*Ir complexes bearing a 2-picolinamide moiety serve as effective catalysts for the direct reductive amination of ketonic compounds to give primary amines under transfer hydrogenation conditions using ammonium formate as both the nitrogen and hydrogen source. The clean and operationally simple tran...

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Bibliographic Details
Published in:Journal of organic chemistry 2019-09, Vol.84 (17), p.10962-10977
Main Authors: Tanaka, Kouichi, Miki, Takashi, Murata, Kunihiko, Yamaguchi, Ayumi, Kayaki, Yoshihito, Kuwata, Shigeki, Ikariya, Takao, Watanabe, Masahito
Format: Article
Language:English
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Summary:Cp*Ir complexes bearing a 2-picolinamide moiety serve as effective catalysts for the direct reductive amination of ketonic compounds to give primary amines under transfer hydrogenation conditions using ammonium formate as both the nitrogen and hydrogen source. The clean and operationally simple transformation proceeds with a substrate to catalyst molar ratio (S/C) of up to 20,000 at relatively low temperature and exhibits excellent chemoselectivity toward primary amines.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b01565