Journal of the American Chemical Society

Novel synthesis of pyrrolidinones by cobalt carbonyl catalyzed carbonylation of azetidines. A new ring-expansion-carbonylation reaction of 2-vinylazetidines to …

D Roberto, H Alper

Index: Roberto, Dominique; Alper, Howard Journal of the American Chemical Society, 1989 , vol. 111, # 19 p. 7539 - 7543

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Citation Number: 56

Abstract

Abstract: Pyrrolidinones can be synthesized in high yields and regioselectivity by the cobalt carbonyl catalyzed carbonylation of azetidines. For 2-substituted azetidines (alkyl, aryl, CH, OH, CH20R, CH, OCOR, and COOR), carbonyl insertion occurs in the more or less substituted ring carbon-nitrogen bond depending on the kind of substituent group and on the reaction temperature. In the case of 2-vinylazetidines, ring expansion and carbonylation ...