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
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Wan Xu
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Min Liu
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Xing Liu
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Cai-Zhu Chang
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Hui Zhu
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
,
Zhi-Bing Dong*
a   School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430074, P. R. of China
b   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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