Nickel-Catalyzed Synthesis of Acrylamides from α-Olefins and Isocyanates
Kristin D. Schleicher and Timothy F. Jamison*
*Department of Chemistry, Massachusetts Institute of Technology, Cambridge,
Massachusetts 02139, Email: tfj
mit.edu
K. D. Schleicher, T. F. Jamison, Org. Lett., 2007, 9, 875-878.
DOI: 10.1021/ol063111x
Abstract
A nickel(0)-catalyzed coupling of α-olefins and isocyanates in the presence of an N-heterocyclic carbene ligand proceeds preferentially at the 2-position of the olefin to provide α,β-unsaturated amides. N-tert-butyl amide products can be converted to the corresponding primary amides under acidic conditions.
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Key Words
ID: J54-Y2007-0770
