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Paper | Special issue | Vol 40, No. 2, 1995, pp.801-808
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S69
Synthesis of 1,5-Substituted Tetrazoles from Secondary Thioamides

Stefan Lehnhoff and Ivar Ugi

*Institut für Organische Chemie und Biochemie, Technische Universität München, Lichtenbergstrasse 4, D-85747 Garching, Germany

Abstract

A new, rather simple method for the conversion of thioamides and similar structures into 1,5-substituted tetrazoles is described. The procedure employs TMS-N3 and a mild Lewis acid, like SnCl4, in an inert solvent at room temperature and leads to high yields. Such compounds are of increasing interest for their pharmaceutical properties.