4.4 Article

A two-step synthesis of 1,5-disubstituted tetrazoles containing a siloxy or sulfonamide group

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 45, Pages 5930-5933

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.08.114

Keywords

1,5-Disubstituted tetrazole; Ketenimine; Isocyanide; Multicomponent

Funding

  1. Research Council of Shahid Beheshti University

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A simple two-step route to the synthesis of 1,5-disubstituted tetrazoles containing a beta-siloxy or beta-sulfonamide group is presented. The synthesis takes place via an isocyanide-based multicomponent reaction and allows incorporation of a wide variety of substitution patterns starting from commercially available reagents. This is followed by cyclization of the ketenimines with trimethylsilyl azide without using any catalyst or activation. (C) 2011 Elsevier Ltd. All rights reserved.

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