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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The Role of Hydrogen Bonding in the Intramolecular Cyclization of Carbenes

David W. Jeffery, Troy Lister and Rolf H. Prager

Australian Journal of Chemistry 57(5) 491 - 496
Published: 07 May 2004

Abstract

The cyclization products from the photolysis of 3-arylamino-4-ethoxycarbonyl-2-heteroarylisoxazol-5(2H)-ones are interpreted as arising from intramolecular cyclization of carbenes. The mode of cyclization appears to be controlled by hydrogen bonding of the 3-NH group with either the 2-heteroaryl group or the 4-ethoxycarbonyl group.

https://doi.org/10.1071/CH03139

© CSIRO 2004

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