Tetrahedron Letters

A novel method for the synthesis of 5-substituted 1H-tetrazole from oxime and sodium azide

UB Patil, KR Kumthekar, JM Nagarkar

Index: Patil, Umakant B.; Kumthekar, Kedar R.; Nagarkar, Jayashree M. Tetrahedron Letters, 2012 , vol. 53, # 29 p. 3706 - 3709

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Citation Number: 26

Abstract

Various methods have been reported for the synthesis of 5-substituted 1H-tetrazole, most of which are based on the addition of sodium azide (NaN 3 ) or trimethylsilyl azide (TMSN 3 ) to nitrile group. The reactions were carried out by using catalysts such as copper triflates 14a , CdCl 2 , 14b Fe(OAc) 2 14c zinc(II) salts, 14d Bronsted acid catalyst, 14e various Lewis acid catalysts such as AlCl 3 15 , BF 3 –OEt 2 , 16 FeCl 3 17 , TBAF, 18 and by using some ...