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

Studies on intramolecular alkylation. IV. The preparation of spirodienones from phenolic diazoketones

DJ Beames and LN Mander

Australian Journal of Chemistry 27(6) 1257 - 1268
Published: 1974

Abstract

The phenolic diazoketones (7; n = 3-7) were treated with boron trifluoride etherate in nitromethane. For n = 4, 5 and 6 spirodienones (8) were isolated as well as the respective benzocycloalkanones from a concomitant dienone-phenol rearrangement. The formation of (8; n = 4) constitutes the first demonstrated example of Ar1-4 participation.

https://doi.org/10.1071/CH9741257

© CSIRO 1974

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