Issue 0, 1982

Lewis acid-catalysed reactions of aryl cyclopropyl ketones. Scope and mechanism

Abstract

The effects of aryl substituents on the stannic chloride-catalysed cyclisation of aryl cyclopropyl ketones (1) to aryl tetralones (2) are consistent with the formation of a benzyl carbocation intermediate (8) or a cyclic oxonium ion intermediate (12). The secondary alcohols (3), occasionally formed as side-products, are derived from this intermediate. Tetralone formation by a concerted pathway is disproved.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1982, 1029-1035

Lewis acid-catalysed reactions of aryl cyclopropyl ketones. Scope and mechanism

W. S. Murphy and S. Wattanasin, J. Chem. Soc., Perkin Trans. 1, 1982, 1029 DOI: 10.1039/P19820001029

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements