Synthesis 2008(5): 823-827  
DOI: 10.1055/s-2007-990932
PSP
© Georg Thieme Verlag Stuttgart · New York

Direct Synthesis of Substituted Pyrimidines and Quinazolines

Matthew D. Hill, Mohammad Movassaghi*
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
Fax: +1(617)2521504; e-Mail: movassag@mit.edu;
Further Information

Publication History

Received 20 July 2007
Publication Date:
28 November 2007 (online)

Abstract

A variety of N-vinyl and N-aryl amides were converted in one step into the corresponding pyrimidine and quinazoline derivatives, respectively. Amide activation with trifluoromethanesulfonic anhydride in the presence of 2-chloropyridine followed by nitrile addition to the activated amide derivative and annulation provides the desired azaheterocycles.