Direct aerobic carbonylation of C(sp2)-H and C(sp3)-H bonds through Ni/Cu synergistic catalysis with DMF as the carbonyl source

Xuesong Wu, Yan Zhao, Haibo Ge

Research output: Contribution to journalArticlepeer-review

140 Scopus citations

Abstract

The direct carbonylation of aromatic sp2 and unactivated sp3 C-H bonds of amides was achieved via nickel/copper catalysis under atmospheric O2 with the assistance of a bidentate directing group. The sp2 C-H functionalization showed high regioselectivity and good functional group compatibility. The sp3 C-H functionalization showed high site-selectivity by favoring the C-H bonds of α-methyl groups over those of the α-methylene, β- or γ-methyl groups. Moreover, this reaction showed a predominant preference for functionalizing the α-methyl over α-phenyl group. Mechanistic studies revealed that nickel/copper synergistic catalysis is involved in this process.

Original languageEnglish
Pages (from-to)4924-4927
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number15
DOIs
StatePublished - Apr 22 2015

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