Cobalt-Catalyzed Regioselective Synthesis of Pyrrolidinone Derivatives by Reductive Coupling of Nitriles and Acrylamides
Ying-Chieh Wong, Kanniyappan Parthasarathy and Chien-Hong Cheng*
*Department of Chemistry, National Tsing Hua University,
Hsinchu 30013, Taiwan, Email: chcheng
mx.nthu.edu.tw
Y.-C. Wong, K. Parthsarathy, C.-H. Cheng, J. Am. Chem. Soc., 2009, 131, 18252-18253.
DOI: 10.1021/ja9088296
Abstract
A convenient and highly regioselective method allows the synthesis of 5-methylenepyrrolidinone derivatives from various nitriles and acrylamides via a cobalt-catalyzed reductive coupling reaction. A possible mechanism involves the formation of a cobaltaazacyclopentene intermediate from nitrile and acrylamide, protonation, keto-amide cyclization, and dehydration.
see article for more examples
proposed mechanism
Key Words
ID: J48-Y2009-3680
