Copper-Catalyzed Cascade Bicyclization of o-Alkenylphenyl Isothiocyanates with Sodium Azide Leading to the 5H-Benzo[d]tetrazolo[5,1-b] [1,3]thiazines

  • Zhang Yahui ,
  • Liu Yang ,
  • Miao Jiankang ,
  • Hao Wenyan
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  • Key Laboratory of Functional Small Organic Molecules, Ministry of Education, College of Chemistry&Chemical Engineering, Jiangxi Normal University, Nanchang 330022

Received date: 2019-12-25

  Revised date: 2020-05-12

  Online published: 2020-05-28

Supported by

Project supported by the National Natural Science Foundation of China (No. 21762023), the Natural Science Foundation of Jiangxi Province (No. 2018BAB203006) and the Research Fund of Jiangxi provincial Education Department (No. GJJ160285).

Abstract

A simple and efficient method for the preparation of 5H-benzo[d]tetrazolo[5,1-b] [1,3]thiazines has been developed. The transformation involved the copper(I)-catalyzed cascade bicyclization of o-alkenylphenyl isothiocyanates with sodium azide to afford corresponding products in moderate to good yields. This present strategy provides an effective way to construct small molecular N-, and S-heterocycles.

Cite this article

Zhang Yahui , Liu Yang , Miao Jiankang , Hao Wenyan . Copper-Catalyzed Cascade Bicyclization of o-Alkenylphenyl Isothiocyanates with Sodium Azide Leading to the 5H-Benzo[d]tetrazolo[5,1-b] [1,3]thiazines[J]. Chinese Journal of Organic Chemistry, 2020 , 40(8) : 2426 -2432 . DOI: 10.6023/cjoc201912036

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