Issue 17, 1994

Unsaturated sulfoxides in organic synthesis: a new general pyrrole synthesis

Abstract

Pyrroles have been efficiently synthesised by a three-step reaction sequence. Michael addition of keto esters onto phenyl vinyl sulfoxide followed by Pummerer rearrangement gave the cyclic key intermediate 3. Mercury(II) salt induced carbon–sulfur bond cleavage afforded a 1,4-dicarbonyl equivalent 5. Treatment of the latter with an ammonium salt or a primary amine led to substituted pyrroles.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1994, 2355-2356

Unsaturated sulfoxides in organic synthesis: a new general pyrrole synthesis

W. H. Chan, A. W. M. Lee, K. M. Lee and T. Y. Lee, J. Chem. Soc., Perkin Trans. 1, 1994, 2355 DOI: 10.1039/P19940002355

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