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Synthesis 2006(21): 3542-3546
DOI: 10.1055/s-2006-942514
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]
Weitere Informationen
Received
23 February 2006
Publikationsdatum:
25. Juli 2006 (online)
Publikationsverlauf
Publikationsdatum:
25. Juli 2006 (online)
![](https://www.thieme-connect.de/media/synthesis/200621/lookinside/thumbnails/10.1055-s-2006-942514-1.jpg)
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%).
Key words
catalysis - cycloadditions - imines - lanthanides - Lewis acids
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