Synthesis 2008(24): 4002-4006  
DOI: 10.1055/s-0028-1083233
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Tetrazolo[1,5-a]pyridines Utilizing Trimethylsilyl Azide and Tetrabutylammonium Fluoride Hydrate

Joydev K. Laha, Gregory D. Cuny*
Laboratory for Drug Discovery in Neurodegeneration, Harvard NeuroDiscovery Center, Brigham & Women’s Hospital and Harvard Medical School, Cambridge, MA 02139, USA
Fax: +1(617)7688606; e-Mail: gcuny@rics.bwh.harvard.edu;
Further Information

Publication History

Received 9 July 2008
Publication Date:
14 November 2008 (online)

Abstract

A method for the preparation of tetrazolo[1,5-a]pyridines from 2-halopyridines, utilizing trimethylsilyl azide in the presence of tetrabutylammonium fluoride hydrate, is described. In addition, 8-bromotetrazolo[1,5-a]pyridine is further transformed into a variety of novel tetrazolo[1,5-a]pyridine derivatives.