Download PDF
Synthesis 1991; 1991(9): 745-746
DOI: 10.1055/s-1991-26564
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.

Intramolecular Aza-Wittig Routes to Sydnoquinoxalines

William C. Burson, Iii* , David R. Jones, Kenneth Turnbull, Peter N. Preston
  • *Chemistry Department, Wright State University, Dayton, Ohio 45435, USA
Further Information

Publication History

Publication Date:
29 April 2002 (online)

 PDF Download  Permissions and Reprints All articles of this category

3-(2-Azidophenyl)sydnone (5) was prepared directly from amine 3 by a novel process involving diazotization in the presence of azide ion. Reaction of the triphenylphosphine imide 7, derived from 5, with isocyanates or isothiocyanates gave the 4-aminosydno[3,4-a] quinoxalines 9 in moderate to good yield, presumably via aza-Wittig conversion to carbodiimide intermediates 8 and subsequent elecrophilic aromatic substitution at the sydnone ring 4-position.