Studies in the Baker-Venkataraman transformation. The Auwers synthesis of 2-acylcoumaran-3-ones

Philbin, E. M. ; O'Sullivan, W. I. A. ; Wheeler, T. S. (1954) Studies in the Baker-Venkataraman transformation. The Auwers synthesis of 2-acylcoumaran-3-ones Journal of the Chemical Society . pp. 4174-4176. ISSN 0368-1769

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1954...

Related URL: http://dx.doi.org/10.1039/JR9540004174

Abstract

The Auwers synthesis of 2-acylcoumaran-3-ones (III) freom the corresponding o-acyloxy-ω-chloroacetophenones (I; X = CI) is shown almost certainly to involve an internal Claisen condensation of the Baker-Venkataraman type. This result confirms an earlier suggestion by Robertson and his collaborators (J., 1949, 562). Some quaternary chloride related to ω-chloro-acetophenones are described.

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