Issue 9, 2019

A silver(i)-catalyzed cascade bicyclization strategy for synthesis of 5H-benzo[d]tetrazolo[5,1-b][1,3]thiazines

Abstract

A simple and efficient protocol for silver(I)-catalyzed tandem reaction of o-alkynylphenyl isothiocyanates with sodium azide has been developed, affording a series of 5H-benzo[d]tetrazolo[5,1-b][1,3]thiazines in moderate to good yields. In this transformation, a [3 + 2] cycloaddition reaction mechanism was involved and two new rings were formed in one pot.

Graphical abstract: A silver(i)-catalyzed cascade bicyclization strategy for synthesis of 5H-benzo[d]tetrazolo[5,1-b][1,3]thiazines

Supplementary files

Article information

Article type
Communication
Submitted
30 Dec 2018
Accepted
01 Feb 2019
First published
04 Feb 2019

Org. Biomol. Chem., 2019,17, 2336-2340

A silver(I)-catalyzed cascade bicyclization strategy for synthesis of 5H-benzo[d]tetrazolo[5,1-b][1,3]thiazines

J. Miao, Y. Zhang, X. Sang and W. Hao, Org. Biomol. Chem., 2019, 17, 2336 DOI: 10.1039/C8OB03220C

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