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Cobalt-catalyzed regioselective synthesis of pyrrolidinone derivatives by reductive coupling of nitriles and acrylamides.

Authors :
Wong YC
Parthasarathy K
Cheng CH
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2009 Dec 30; Vol. 131 (51), pp. 18252-3.
Publication Year :
2009

Abstract

A convenient and highly regioselective method for the synthesis of 5-methylenepyrrolidinone derivatives from various nitriles and acrylamides via a cobalt-catalyzed reductive coupling reaction is described. A possible mechanism that involves the formation of a cobaltaazacyclopentene intermediate from nitrile and acrylamide, protonation, keto-amide cyclization, and dehydration is proposed.

Details

Language :
English
ISSN :
1520-5126
Volume :
131
Issue :
51
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
19958002
Full Text :
https://doi.org/10.1021/ja9088296