cs6b00793_si_001.pdf (1.5 MB)
Nickel-Catalyzed Alkylation of Amide Derivatives
journal contribution
posted on 2016-04-12, 00:00 authored by Bryan
J. Simmons, Nicholas A. Weires, Jacob E. Dander, Neil K. GargWe report the catalytic alkylation
of amide derivatives, which
relies on the use of nonprecious metal catalysis. Amide derivatives
are treated with organozinc reagents, utilizing nickel catalysis,
to yield ketone products. The methodology is performed at ambient
temperature and is tolerant of variation in both coupling partners.
A precursor to a nanomolar glucagon receptor modulator was synthesized
using the methodology, underscoring the mild nature of this chemistry
and its potential utility in pharmaceutical synthesis. These studies
are expected to further promote the use of amides as synthetic building
blocks.