Chinese Journal of Organic Chemistry >
An Efficient Approach to the Synthesis of 5-Aryl-1H-tetrazole Derivatives Accompanying with the Cleavage of Ester Group
Received date: 2014-03-25
Revised date: 2014-04-25
Online published: 2014-05-07
Supported by
Project supported by the National Natural Science Foundation of China (No. 21003018).
5-Phenyl-1H-tetrazoles were synthesized by catalytic [3+2] cycloaddition with aryl nitriles and sodium azide. Indium trichloride was used as an efficient catalyst. The tetrazoles binding with varieties of functional groups were synthesized in good to quantitative yields. This tetrazole synthetic protocol also showed remarkable de-carboxylation activity. Esters were cleaved to carboxylic acids or alcohols in one pot.
Key words： indium trichloride; catalysis; tetrazole; synthesis; [3+2] cycloaddition; cleavage of ester
Sun Hongbin , Sun Yuanhua , Chen Wenlong , Qin Peng , Qi Xuan . An Efficient Approach to the Synthesis of 5-Aryl-1H-tetrazole Derivatives Accompanying with the Cleavage of Ester Group[J]. Chinese Journal of Organic Chemistry, 2014 , 34(9) : 1889 -1894 . DOI: 10.6023/cjoc201403051
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