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Direct Regioselective Synthesis of Tetrazolium Salts by Activation of Secondary Amides under Mild Conditions

Veronica Tona, Boris Maryasin, Aurélien de la Torre, Josefine Sprachmann, Leticia González and Nuno Maulide*

*University of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna, Austria, Email: nuno.maulideunivie.ac.at

V. Tona, B. Maryasin, A. de la Torre, J. Sprachmann, L. González, N. Maulide, Org. Lett., 2017, 19, 2662-2665.

DOI: 10.1021/acs.orglett.7b01004 (free Supporting Information)


Abstract

A formal (3 + 2) cycloaddition enables a regioselective synthesis of biologically interesting tetrazolium salts employing simple amides and azides as starting materials. The mild conditions tolerate a broad range of functional groups.

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proposed mechanism



Key Words

tetrazoles


ID: J54-Y2017