Electrochemical and direct C-H methylthiolation of electron-rich aromatics

The electrochemical-induced C-H methylthiolation of electron-rich aromatics has been accomplished via a three component cross-coupling strategy. Potassium thiocyanate (KSCN) as both the supporting electrolyte and sulfur source and methanol as the methylation reagent are used. This protocol is versat...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2020-08, Vol.22 (15), p.496-4911
Main Authors: Wu, Yaxing, Ding, Hongliang, Zhao, Ming, Ni, Zhong-Hai, Cao, Jing-Pei
Format: Article
Language:English
Subjects:
Aniline
Anisole
Aromatic compounds
Catalysts
Cross coupling
Electrochemistry
Green chemistry
Indoles
Methylation
Oxidants
Oxidizing agents
Potassium
Reagents
Sulfur
Thiocyanates
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Summary:The electrochemical-induced C-H methylthiolation of electron-rich aromatics has been accomplished via a three component cross-coupling strategy. Potassium thiocyanate (KSCN) as both the supporting electrolyte and sulfur source and methanol as the methylation reagent are used. This protocol is versatile for various (hetero)aromatic compounds such as aniline, anisole and indole. The reaction proceeds under mild conditions without any metal catalyst, exogenous oxidant and highly toxic sulfur reagent. Importantly, such an electrochemical-induced methylthiolated reaction could be easily scaled up with good efficiency. The electrochemical-induced C-H methylthiolation of electron-rich aromatics has been accomplished via a three component cross-coupling strategy.
ISSN:1463-9262
1463-9270
DOI:10.1039/d0gc00591f