An Efficient Approach to the Synthesis of 5-Aryl-1H-tetrazole Derivatives Accompanying with the Cleavage of Ester Group

doi:10.6023/cjoc201403051

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (9): 1889-1894.DOI: 10.6023/cjoc201403051 Previous Articles Next Articles

5-芳基四氮唑衍生物的高效合成方法与酯基的伴生降解

孙宏滨^a, 孙源华^a, 陈文龙^b, 秦鹏^a, 齐轩^a

a 东北大学理学院, 沈阳 110819;
b 攀钢集团研究院有限公司, 钒钛资源综合利用国家重点实验室, 攀枝花 617000

收稿日期:2014-03-25 修回日期:2014-04-25 发布日期:2014-05-07
通讯作者: 孙宏滨, 齐轩 E-mail:sunhb@mail.neu.edu.cn
基金资助:
国家自然科学基金(No. 21003018)资助项目.

An Efficient Approach to the Synthesis of 5-Aryl-1H-tetrazole Derivatives Accompanying with the Cleavage of Ester Group

Sun Hongbin^a, Sun Yuanhua^a, Chen Wenlong^b, Qin Peng^a, Qi Xuan^a

a Department of Chemistry, Northeastern University, Shenyang 110819;
b Pangang Group ResearchInstitude Co., Ltd., State Key Laboratory of Vanadium and Titanium Resources Comprehensive Utilization, Panzhihua 617000

Received:2014-03-25 Revised:2014-04-25 Published:2014-05-07
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21003018).

1. An Efficient Approach to the Synthesis of 5-Aryl-1H-tetrazole Derivatives Accompanying with the Cleavage of Ester Group.PDF(485KB)

Abstract

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

Cite this article

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]. Chin. J. Org. Chem., 2014, 34(9): 1889-1894.

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5-芳基四氮唑衍生物的高效合成方法与酯基的伴生降解

An Efficient Approach to the Synthesis of 5-Aryl-1H-tetrazole Derivatives Accompanying with the Cleavage of Ester Group

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