An Improved Protocol for the Preparation of 5-Substituted Tetrazoles from Organic Thiocyanates and Nitriles
Svetlana Vorona, Tatiana Artamonova, Yuri Zevatskii, Leonid Myznikov*
*Saint Petersburg State University of Technology and Design, ul. Bolshaya Morskaya 18, 191186 Saint Petersburg, Russian Federation, Email: Myznikov_lvmail.ru
S. Vorona, T. Artamonova, Y. Zevatskii, L. Myznikov, Synthesis, 2014, 46, 781-786.
DOI: 10.1055/s-0033-1340616
Abstract
Thiocyanates and nitriles are converted efficiently into the corresponding 5-substituted 1H-tetrazoles in the presence of zinc(II) chloride and sodium azide in isopropanol, n-propanol, or n-butanol. The procedure offers mild reaction conditions, short reaction times, and very good yields for a wide range of substrates.
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Key Words
tetrazoles, nitriles, thiocyanates, cycloaddition, azides, zinc salts
ID: J66-Y2014