Metal-Free Thiomethylation of α-Oxoketene Dithioacetals

doi:10.6023/cjoc201701048

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (8): 2153-2158.DOI: 10.6023/cjoc201701048 Previous Articles Next Articles

Notes

无金属参与的α-羰基二硫缩烯酮的硫甲基化反应

张海峰, 鲍汉扬, 徐峥, 刘运奎

浙江工业大学化学工程学院绿色化学与技术国家重点实验室培育基地杭州 310014

收稿日期:2017-01-25 修回日期:2017-03-17 发布日期:2017-04-10
通讯作者: 刘运奎 E-mail:ykuiliu@zjut.edu.cn
基金资助:
国家自然科学基金（Nos.21172197，21372201）、浙江工业大学“省重中之重一级学科”开放基金资助项目.

Metal-Free Thiomethylation of α-Oxoketene Dithioacetals

Zhang Haifeng, Bao Hanyang, Xu Zheng, Liu Yunkui

State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology;College of Chemical Engineering;Zhejiang University of Technology, Hangzhou 310014

Received:2017-01-25 Revised:2017-03-17 Published:2017-04-10
Contact: 10.6023/cjoc201701048 E-mail:ykuiliu@zjut.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21172197, 21372201) and the Opening Foundation of Zhejiang Key Course of Chemical Engineering and Technology, Zhejiang University of Technology.

1. Metal-Free Thiomethylation of α-Oxoketene Dithioacetals.PDF(2004KB)

Abstract

With dimethyl sulfoxide (DMSO) as a source of thiomethyl group and NH₄I as a promotor, the thiomethylation of α-oxoketene dithioacetals has been achieved to afford thiomethylated α-oxoketene dithioacetals in moderate to good yields. The optimized reaction conditions were established through systematic investigations of solvents, temperature, time, promotors and their dosages in the reaction. The present reaction has advantages of easy availability of starting materials, simple operation, good compatibility of substrates, and metal-free reaction conditions.

Key words: DMSO, α-oxoketene dithioacetals, thiomethylation, metal-free

Cite this article

Zhang Haifeng, Bao Hanyang, Xu Zheng, Liu Yunkui. Metal-Free Thiomethylation of α-Oxoketene Dithioacetals[J]. Chin. J. Org. Chem., 2017, 37(8): 2153-2158.

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无金属参与的α-羰基二硫缩烯酮的硫甲基化反应

Metal-Free Thiomethylation of α-Oxoketene Dithioacetals

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