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Site‐Selective Linear Alkylation of Anilides by Cooperative Nickel/Aluminum Catalysis
Author(s) -
Okumura Shogo,
Komine Takuya,
Shigeki Erika,
Semba Kazuhiko,
Nakao Yoshiaki
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201710520
Subject(s) - alkylation , carbene , chemistry , catalysis , nickel , alkyl , ligand (biochemistry) , aluminium , medicinal chemistry , organic chemistry , biochemistry , receptor
We report meta ‐ and para ‐selective linear alkylation reactions of anilides with alkenes by nickel/N‐heterocyclic carbene (NHC) and aluminum catalysis. With a less bulky NHC, the alkylation reaction of N ‐methyl‐ N ‐phenylcyclohexanecarboxamides proceeded mainly at the meta position. In contrast, a bulky NHC ligand led to the para ‐selective alkylation of N ‐ sec ‐alkyl anilides.