Copper-Catalyzed Hydroxytrifluoromethylthiolation of Arylpropynones

doi:10.6023/cjoc201808041

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (1): 177-182.DOI: 10.6023/cjoc201808041 Previous Articles Next Articles

Special Issue: 庆祝陈庆云院士九十华诞；元素有机化学合辑2018-2019

Articles

铜催化的芳基炔酮的羟化三氟甲硫基化反应

胡娟娟^a, 黄焰根^a, 徐修华^b, 卿凤翎^a,b

a 东华大学化学化工与生物工程学院生态纺织教育部重点实验室上海 201620;
b 中国科学院上海有机化学研究所有机氟化学重点实验室上海 200032

收稿日期:2018-08-30 修回日期:2018-10-23 发布日期:2018-11-12
通讯作者: 卿凤翎 E-mail:flq@mai.sioc.ac.cn
基金资助:
国家自然科学基金（Nos.21332010，21421002）、中国科学院战略性先导科技专项（No.XDB20000000）和中国科学院青年创新促进会（No.2016234）资助项目.

Copper-Catalyzed Hydroxytrifluoromethylthiolation of Arylpropynones

Hu Juanjuan^a, Huang Yangen^a, Xu Xiuhua^b, Qing Fengling^a,b

a Key Laboratory of Science and Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620;
b Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032

Received:2018-08-30 Revised:2018-10-23 Published:2018-11-12
Contact: 10.6023/cjoc201808041 E-mail:flq@mai.sioc.ac.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21332010, 21421002), the Strategic Priority Research Program of the Chinese Academy of Sciences (No. XDB20000000), and the Youth Innovation Promotion Association of the Chinese Academy of Sciences (No. 2016234).

1. Copper-Catalyzed Hydroxytrifluoromethylthiolation of Arylpropynones.PDF(4656KB)

Abstract

Recently, the preparation of fluorinated compounds through difunctionalization strategies has become a hot research area in fluorine chemistry. In this work, a copper-catalyzed hydroxytrifluoromethylthiolation of arylpropynones for the synthesis of the corresponding trifluoromethylthiolated enols was developed. The copper salt and solvent are crucial to the yields of this reaction. Under optimized reaction conditions, a series of trifluoromethylthiolated enols were obtained in moderate to good yields.

Key words: copper, trifluoromethylthiolation, hydroxylation, propynone, radical

Cite this article

Hu Juanjuan, Huang Yangen, Xu Xiuhua, Qing Fengling. Copper-Catalyzed Hydroxytrifluoromethylthiolation of Arylpropynones[J]. Chin. J. Org. Chem., 2019, 39(1): 177-182.

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铜催化的芳基炔酮的羟化三氟甲硫基化反应

Copper-Catalyzed Hydroxytrifluoromethylthiolation of Arylpropynones

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