Synlett 2004(6): 1059-1063  
DOI: 10.1055/s-2004-822900
LETTER
© Georg Thieme Verlag Stuttgart · New York

New Ring Expansion of Cyclobutanones: Synthesis of Pyrrolinones, ­Pyrrolidines and Pyrroles

Guido Verniest, Stefaan Boterberg, Filip Bombeke, Christian V. Stevens, Norbert De Kimpe*
Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, Ghent University, Coupure Links 653, 9000 Gent, Belgium
Fax: +32(9)2646243; e-Mail: norbert.dekimpe@UGent.be;
Further Information

Publication History

Received 19 January 2004
Publication Date:
01 April 2004 (online)

Abstract

2,2-Dichlorocyclobutanones reacted with various amines to give ring opening leading to 4,4-dichlorobutanamides. These compounds proved to be suitable substrates for the synthesis of 3-pyrrolin-2-ones, 2-pyrrolidinones, pyrrolidines and pyrroles.