Download PDF
Synthesis 1995; 1995(6): 713-716
DOI: 10.1055/s-1995-3986
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A General, Regioselective Synthesis of 2-Alkenylanilines

Michael Harmata* , Mehmet Kahraman
  • *Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA, Fax +1(314)8822754
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Reduction of selected 2,1-benzothiazines with sodium amalgam leads to the formation of 2-alkenylanilines in high yield. The benzothiazines are readily available from the reaction of N-phenyl-S-(p-tolyl)sulfonimidoyl chloride with alkynes in the presence of aluminum chloride. The sulfonimidoyl chloride is derived from aniline, and the process described herein thus constitutes a high-yielding, regioselective functionalization of aniline.

vinylanilines - alkenylanilines - sulfoximines - benzothiazines - reduction

      >