Nickel-catalyzed site-selective alkylation of unactivated C(sp 3)-H bonds

Xuesong Wu, Yan Zhao, Haibo Ge

Research output: Contribution to journalArticlepeer-review

238 Scopus citations

Abstract

The direct alkylation of unactivated sp3 C-H bonds of aliphatic amides was achieved via nickel catalysis with the assist of a bidentate directing group. The reaction favors the C-H bonds of methyl groups over the methylene C-H bonds and tolerates various functional groups. Moreover, this reaction shows a predominant preference for sp3 C-H bonds of methyl groups via a five-membered ring intermediate over the sp2 C-H bonds of arenes in the cyclometalation step.

Original languageEnglish
Pages (from-to)1789-1792
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number5
DOIs
StatePublished - Feb 5 2014

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