Synthesis 2006(21): 3542-3546  
DOI: 10.1055/s-2006-942514
PAPER
© Georg Thieme Verlag Stuttgart · New York

Ln(OTf)3-Catalyzed Insertion of Aryl Isocyanides into the Cyclopropane Ring [1]

Vadim S. Korotkov, Oleg V. Larionov, Armin de Meijere*
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstraße 2, 37077 Göttingen, Germany
Fax: +49(551)399475; e-Mail: Armin.deMeijere@chemie.uni-goettingen.de;
Further Information

Publication History

Received 23 February 2006
Publication Date:
25 July 2006 (online)

Abstract

The insertion of two molecules of an aryl isocyanide into bisacceptor-activated cyclopropane derivatives has been observed for the first time. The reaction proceeds best under the catalysis of Pr(OTf)3 and offers a facile access to the synthetically useful and potentially pharmacologically relevant substituted dialkyl 3-(aryl­amino)-2-(arylimino)cyclopent-3-ene-1,1-dicarboxylates in moderate yields (21-65%).

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