Facile and practical hydrodehalogenations of organic halides enabled by calcium hydride and palladium chloride

Jingjing Gui; Xin Cai; Lingyun Chen; Yuxin Zhou; Wenjing Zhu; Yuanrui Jiang; Min Hu; Xiaobei Chen; Yanwei Hu; Shilei Zhang

doi:10.1039/D1QO00758K

Facile and practical hydrodehalogenations of organic halides enabled by calcium hydride and palladium chloride†

Jingjing Gui,‡^a Xin Cai,‡^a Lingyun Chen,‡^a Yuxin Zhou,‡^a Wenjing Zhu,^a Yuanrui Jiang,^a Min Hu,^a Xiaobei Chen,*^b Yanwei Hu*^a and Shilei Zhang

*^a

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* Corresponding authors

^a Jiangsu Key Laboratory of Neuropsychiatric Diseases & College of Pharmaceutical Sciences, Soochow University, Suzhou, P.R. China
E-mail: huyanwei@suda.edu.cn, zhangshilei@suda.edu.cn

^b State Key Laboratory of Bioreactor Engineering, and Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science & Technology, Shanghai, P.R. China
E-mail: xiaobei@ecust.edu.cn

Abstract

Herein, a convenient hydrodehalogenation method was described by employing less-explored calcium hydride as the reductant. A wide range of organic halides such as aromatic bromides, aromatic chlorides, aromatic triflates, aliphatic bromides and aliphatic chlorides were efficiently and selectively reduced to obtain the corresponding hydrocarbons. More importantly, monodehalogenation of trihalomethyl compounds in THF could provide various useful dihalomethyl products.

This article is part of the themed collection: 2021 Organic Chemistry Frontiers HOT articles

Organic Chemistry Frontiers

Facile and practical hydrodehalogenations of organic halides enabled by calcium hydride and palladium chloride†

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