Transition‐Metal‐Free Synthesis of Alkynylphosphine Oxides from Terminal Alkynes and Chlorodiphenylphosphine Oxide

Author:

Chen Jianyang1ORCID,Yun Hui1,Fu Hongmei1,He Huamei1,Duan Shicheng1,Li Mingyang1

Affiliation:

1. Chongqing Key Laboratory of Environmental Materials & Remediation Technologies College of Chemistry and Environmental Engineering Chongqing University of Arts and Sciences No. 319 Honghe Avenue Yongchuan 402160 China

Abstract

AbstractAn efficient, LiN(SiMe3)2‐mediated phosphorylation of terminal alkynes with chlorodiphenylphosphine oxide has been developed to synthesize alkynylphosphine oxides. This transition‐metal‐free protocol was featured with simple operation, mild reaction conditions, and broad substrate scope. The tolerance of halogen and ester substituents displayed the advantages of this new method over the traditional ones. In addition, the application potential was demonstrated by the gram‐scale reaction. When using diisopropyl chlorophosphate and chlorodiphenylphosphine, the corresponding alkynylphosphate and alkynylphosphine could also been produced.

Funder

Chongqing Municipal Education Commission

Chongqing University of Arts and Sciences

Publisher

Wiley

Subject

Organic Chemistry

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