Solvent-Free Tandem Reaction of P(O)–OH and an Epichlorohydrocarbon for Controllable O-Alkylation through a Ring-Opening and Annulation Process

Author:

Yang Jia1ORCID,Xu Qian2,Luo Yi1,Huang Yirui2,Wang Zixuan2,Chen Wenyu2,Zhu Liang2,Yuan Huihui1,Wang Shuai1,Zhong Hong1

Affiliation:

1. Central South University, College of Chemistry and Chemical Engineering, and Hunan Provincial Key Laboratory of Efficient and Clean Utilization of Manganese Resources

2. Changsha Medical University, Hunan Key Laboratory for the Research and Development of Novel Pharmaceutical Preparations

Abstract

AbstractWe report an efficient additive- and solvent-free O-alkylation of P(O)–OH compounds with epichlorohydrocarbons for the synthesis of epoxy-group-containing phosphinates. The transformation proceeds through a tandem reaction involving ring-opening and annulation processes. The ring-opened products and dechlorinated products can be obtained selectively by controlling the reaction conditions. This protocol is expected to be useful in industry because it is readily scaled up to a gram level and involves simple posttreatment.

Funder

Natural Science Foundation of Hunan Province

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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