Selective approach to thioesters and thioethers via sp3 C–H activation of methylarenes

J. Feng; G.-P. Lu; C. Cai

doi:10.1039/C4RA09450F

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Selective approach to thioesters and thioethers via sp³ C–H activation of methylarenes†

J. Feng,^a G.-P. Lu^a and C. Cai*^a

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* Corresponding authors

^a Chemical Engineering College, Nanjing University of Science & Technology, 200 Xiaolingwei, Nanjing 210094, P. R. China
E-mail: c.cai@njust.edu.cn
Fax: +86-25-84315030

Abstract

Novel C–S cross-dehydrogenative coupling (CDC) approaches for the selective synthesis of thioesters and thioethers have been developed via sp³ C–H activation of methylarenes and subsequent functionalization. The reaction of methylarenes with thiols resulted in thioesters in the presence of a FeBr₂/TBHP system, while treatment of methylarenes with thiols in the Pd(OAc)₂/O₂/TBHP system led to the formation of thioethers. Both the green protocols demonstrate good functional group tolerance and satisfactory yields.

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Article information

DOI: https://doi.org/10.1039/C4RA09450F
Article type: Paper
Submitted: 29 Aug 2014
Accepted: 08 Oct 2014
First published: 08 Oct 2014

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RSC Adv., 2014,4, 54409-54415

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Selective approach to thioesters and thioethers via sp³ C–H activation of methylarenes

J. Feng, G.-P. Lu and C. Cai, RSC Adv., 2014, 4, 54409 DOI: 10.1039/C4RA09450F

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