CC BY ND NC 4.0 · SynOpen 2017; 01(01): 0001-0007
DOI: 10.1055/s-0036-1590200
paper
Copyright with the author

Iodobenzene-Promoted Pd-Catalysed ortho-Directed C–H Activation: The Synthesis of Benzothiazoles via Intramolecular Coupling

Meng-Tian Zeng
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Wan Xu
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Min Liu
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Xing Liu
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Cai-Zhu Chang
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Hui Zhu
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Zhi-Bing Dong*
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
Key Laboratory of Green Chemical Process, Ministry of Education, Wuhan Institute of Technology, Wuhan 430074, P. R. of China   Email: dzb04982@wit.edu.cn
› Author Affiliations
Supported by: We acknowledge financial support from: National Natural Science Foundation of China (21302150)
Supported by: Hubei Provincial Department of Education (D20131501)
Supported by: Scientific Research Foundation for Returned Overseas Chinese Scholars, State Education Ministry [2012]1707
Supported by: President Foundation of Wuhan Institute of Technology (2014038)
Supported by: Foundation of ChutianDdistinguished Fellow from Hubei Provincial Department of Education, Foundation of High-end Talent Cultivation Program from Wuhan Institute of Technology.
Further Information

Publication History

Received: 08 February 2017

Accepted after revision: 01 March 2017

Publication Date:
16 March 2017 (online)

Abstract

A series of 2-aminobenzothiazoles were synthesized by a palladium-catalysed oxidative coupling with good yields (62–89%). Iodobenzene was found to be effective as an additive in this intramolecular C–S bond-formation reaction. The directing thiourea group attached to the aryl ring is essential for the activation of the ortho C–H bond.

Supporting Information

 
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