Divergent Synthesis of Benzo[d]thiazoles by PIFA-Mediated Cyclization of β-Oxo Thioamides

Peng Huang; Xiaolan Fu; Yongjiu Liang; Rui Zhang; Dewen Dong

doi:10.1071/CH11330

RESEARCH ARTICLE

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Divergent Synthesis of Benzo[d]thiazoles by PIFA-Mediated Cyclization of β-Oxo Thioamides

Peng Huang ^A , Xiaolan Fu ^B , Yongjiu Liang ^A , Rui Zhang ^A and Dewen Dong ^A ^B ^C

+ Author Affiliations

- Author Affiliations

^A Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P. R. China.

^B Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. China.

^C Corresponding author. Email: dwdong@ciac.jl.cn

Australian Journal of Chemistry 65(2) 121-128 https://doi.org/10.1071/CH11330
Submitted: 8 August 2011 Accepted: 17 October 2011 Published: 28 November 2011

Abstract

Efficient and divergent synthesis of benzo[d]thiazoles is developed from readily available β-oxo thioamides mediated by hypervalent iodine reagent phenyliodine bis(trifluoroaceate) (PIFA) based on reaction conditions selection, which involves the formation of a radical cation and its subsequent intramolecular cyclization process.

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Divergent Synthesis of Benzo[d]thiazoles by PIFA-Mediated Cyclization of β-Oxo Thioamides

Abstract

References

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