Remote Selective C−H Halogenation of Arylphosphine Oxides with Ferric Halides

Author:

Yu Hong1,Lin Xiuhua2,Xu Guang1,Yin Tingrui1,Zhang Ying1,Liu Jinpeng1,Chen Jian1,Meng Sixuan1,Yuan Jia3,Dang Li2,Yu Guang‐Ao1ORCID

Affiliation:

1. National Key Laboratory of Green Pesticide International Joint Research Center for Intelligent Biosensor Technology and Health College of Chemistry Central China Normal University Wuhan 430079 People's Republic of China

2. Department of Chemistry and Key Laboratory for Preparation and Application of Ordered Structural Materials of Guangdong Province Shantou University Chemistry and Chemical Engineering Guangdong Laboratory Guangdong 515063 People's Republic of China

3. State Key Laboratory of New Textile Materials and Advanced Processing Technologies Wuhan Textile University Wuhan 430200 People's Republic of China

Abstract

AbstractWe developed the remote selective C−H bromination for the synthesis of C4′‐brominated biarylphosphine oxides using FeBr3 as a brominating reagent. C3′‐Brominated products were obtained in reactions with substrates bearing a 2,4,6‐triisopropyl substituent on the bottom ring. Moreover, direct access to C5‐chlorinated peri‐substituted(1‐naphthalenyl)phosphines is developed using FeCl3 as a chlorinating reagent. These halogenated compounds can be utilized for cross‐coupling reactions to construct functionalized phosphine oxides.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

Organic Chemistry,Catalysis

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