AgNO3 catalyzed synthesis of 5-substituted-1H-tetrazole via [3+2] cycloaddition of nitriles and sodium azide

被引：89
|
作者：
Mani, Pavnesh [1 ]
Singh, Ashawani Kumar [1 ]
Awasthi, Satish Kumar [1 ]
机构：
[1] Univ Delhi, Dept Chem, Biol Chem Lab, New Delhi 110007, India
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 11期
关键词：
Cycloaddition; Nitriles; Tetrazole; AgNO3; HETEROGENEOUS CATALYST; TETRAZOLE FORMATION; EFFICIENT SYNTHESIS; ORGANIC NITRILES; 1H-TETRAZOLES; MECHANISMS;
D O I：
10.1016/j.tetlet.2014.01.117
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient one-pot, convenient catalysis for the synthesis of 5-substituted-1H-tetrazoles is reported. The [3+2] cycloaddition involves various nitriles, sodium azide in refluxing DMF and AgNO3 as catalyst to give corresponding 5-substituted-1H-tetrazoles in good to excellent yields. It is expected that the reaction proceeds via in situ formation of a silver azide species, which participates in coordination of nitrile moiety followed by cycloaddition of azide ion to give tetrazole. (c) 2014 Elsevier Ltd. All rights reserved.
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收藏
页码：1879 / 1882
页数：4
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