Preparation of Biaryl Fluorosulfates by a Tandem Process

doi:10.6023/cjoc202002034

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (7): 2135-2141.DOI: 10.6023/cjoc202002034 Previous Articles Next Articles

串联反应合成氟磺酸联苯酚酯

李新民, 胡瑞, 陈正军, 胡庆红, 袁泽利

遵义医科大学药学院贵州遵义 563000

收稿日期:2020-02-25 修回日期:2020-04-26 发布日期:2020-05-11
通讯作者: 李新民, 袁泽利 E-mail:lixm@zmu.edu.cn;zlyuan@zmu.edu.cn
基金资助:
国家自然科学基金（Nos.81660575，81360471）、贵州省自然科学基金（No.[2018]1187）和贵州省国际合作（No.[2020]4104）资助项目.

Preparation of Biaryl Fluorosulfates by a Tandem Process

Li Xinmin, Hu Rui, Chen Zhengjun, Hu Qinghong, Yuan Zeli

College of Pharmacy, Zunyi Medical University, Zunyi, Guizhou 563000

Received:2020-02-25 Revised:2020-04-26 Published:2020-05-11
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 81660575, 81360471), the Natural Science and Technology Foundation of Guizhou Province (No.[2018]1187), and the International Cooperation Project of Guizhou Province (No.[2020]4104).

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Abstract

The one-pot tandem protocol for the preparation of biaryl fluorosulfates from bromo phenols was developed. Using Pd/C as catalyst, K₂CO₃ as base and aqueous ethanol as solvent, the Suzuki reaction was carried out at room temperature, then SO₂F₂ gas was added to the mixture to afford biaryl fluorosulfates product. The intermediate was not isolated, and phosphine ligand and nitrogen protection were not required during the reaction, which made the protocol more convenient to operate. The one-pot protocol could tolerate a range of functional groups and provided a highest product yield up to 97.2% at room temperature. Furthermore, Pd/C catalyst could be recycled and reused three times without significant loss of catalytic activity

Key words: phenol, baryl fluorosulfates, Suzuki reaction, one-pot reaction, Pd/C

Cite this article

Li Xinmin, Hu Rui, Chen Zhengjun, Hu Qinghong, Yuan Zeli. Preparation of Biaryl Fluorosulfates by a Tandem Process[J]. Chinese Journal of Organic Chemistry, 2020, 40(7): 2135-2141.

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串联反应合成氟磺酸联苯酚酯

Preparation of Biaryl Fluorosulfates by a Tandem Process

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