Additive Pummerer reaction of heteroaromatic sulfilimines with carbon nucleophiles

Journal Article (Journal Article)

The additive Pummerer reaction of several heteroaromatic sulfilimines has been investigated. The overall process involves the reaction of the sulfilimine with TFAA to produce a transient N-tosyl-N-trifluoroacetyl sulfonium ion. Nucleophilic attack at the adjacent vinyl carbon results in the ejection of the sulfonamide group and the resulting thionium ion loses a proton to give the observed product. © 2005 Elsevier Ltd. All rights reserved.

Full Text

Duke Authors

Cited Authors

  • Padwa, A; Nara, S; Wang, Q

Published Date

  • January 23, 2006

Published In

Volume / Issue

  • 47 / 4

Start / End Page

  • 595 - 597

International Standard Serial Number (ISSN)

  • 0040-4039

Digital Object Identifier (DOI)

  • 10.1016/j.tetlet.2005.11.026

Citation Source

  • Scopus