Issue 23, 1993

Three consecutive allylic sigmatropic [S–O, S–S, S–C] rearrangements of 1,8-bis(allylthio)naphthalene monooxides via transannular interaction

Abstract

Oxidation of 1,8-bis(allylthio)naphthalene with m-chloroperbenzoic acid (m CPBA) gave the monooxide which undergoes three consecutive sigmatropic rearrangements to afford 2-allylnaphtho[1,8-cd]-1,2-dithiole; the mechanism has been studied using deuterium tracer experiments.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1993, 1762-1763

Three consecutive allylic sigmatropic [S–O, S–S, S–C] rearrangements of 1,8-bis(allylthio)naphthalene monooxides via transannular interaction

N. Furukawa, H. Shima and T. Kimura, J. Chem. Soc., Chem. Commun., 1993, 1762 DOI: 10.1039/C39930001762

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