Cs2CO3-promoted methylene insertion into disulfide bonds using acetone as a methylene source

Qian Chen; Guodian Yu; Xiaofeng Wang; Yulin Huang; Yan Yan; Yanping Huo

doi:10.1039/C8OB00877A

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Cs₂CO₃-promoted methylene insertion into disulfide bonds using acetone as a methylene source†

Qian Chen,

*^ab Guodian Yu,^a Xiaofeng Wang,^a Yulin Huang,^a Yan Yan^a and Yanping Huo

Author affiliations

* Corresponding authors

^a School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, China
E-mail: qianchen@gdut.edu.cn

^b Key Laboratory of Functional Molecular Engineering of Guangdong Province, South China University of Technology, Guangzhou 510640, China

Abstract

An efficient halogen-free Cs₂CO₃-promoted methylene insertion into disulfide bonds has been achieved using acetone as a methylene source under mild conditions. This method provides a convenient and practical route to dithioacetals in up to 96% yield with good functional group compatibility.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C8OB00877A
Article type: Communication
Submitted: 14 Apr 2018
Accepted: 16 May 2018
First published: 16 May 2018

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Org. Biomol. Chem., 2018,16, 4086-4089

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Cs₂CO₃-promoted methylene insertion into disulfide bonds using acetone as a methylene source

Q. Chen, G. Yu, X. Wang, Y. Huang, Y. Yan and Y. Huo, Org. Biomol. Chem., 2018, 16, 4086 DOI: 10.1039/C8OB00877A

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Organic & Biomolecular Chemistry