Synthesis of Acrylamides via the Doebner-Knoevenagel Condensation
Michael J. Zacuto*
*Drug Substance Development, Celgene Corporation, 556 Morris Avenue, Summit, New Jersey 07901, United States,
Email: mzacuto
celgene.com
M. J. Zacuto, J. Org. Chem., 2019, 84, 6465-6474.
DOI: 10.1021/acs.joc.9b00450
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Abstract
The Doebner-Knoevenagel condensation enables a selective synthesis of acrylamides under mild conditions at ambient temperatures. The scalable reaction tolerates a wide range of functional groups, and affords the E-isomer with high selectivity. An organocatalytic mechanism has been proposed.
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proposed mechanism
Key Words
Doebner-Knoevenagel Condensation, Organocatalysis, α,β-Unsaturated Amides
ID: J42-Y2019
