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A General Strategy for the Nickel‐Catalyzed C−H Alkylation of Anilines
Author(s) -
Ruan Zhixiong,
Lackner Sebastian,
Ackermann Lutz
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201510743
Subject(s) - alkylation , chemistry , aniline , catalysis , denticity , nickel , halide , combinatorial chemistry , bond cleavage , vicinal , alkyl , primary (astronomy) , medicinal chemistry , organic chemistry , metal , physics , astronomy
The C−H alkylation of aniline derivatives with both primary and secondary alkyl halides was achieved with a versatile nickel catalyst of a vicinal diamine ligand. Step‐economic access to functionalized 2‐pyrimidyl anilines, key structural motifs in anticancer drugs, is thus provided. The C−H functionalization proceeded through facile C−H activation and SET‐type C−X bond cleavage with the assistance of a monodentate directing group, which could be removed in a traceless fashion.