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Silver-Free Direct Synthesis of Alkynylphosphine Oxides via spC-H/P(O)-H Dehydrogenative Coupling Catalyzed by Palladium

Jian-Qiu Zhang, Tieqiao Chen*, Ji-Shu Zhang and Li-Biao Han*

*College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China; AIST, Tsukuba, Ibaraki 305-8565, Japan, Email: chentieqiaohnu.edu.cn, libiao-hanaist.go.jp

J.-Q. Zhang, T. Chen, J.-S. Zhang, L.-B. Han, Org. Lett., 2017, 19, 4692-4695.

DOI: 10.1021/acs.orglett.7b02389 (free Supporting Information)


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Abstract

A silver-free palladium-catalyzed dehydrogenative phosphorylation of terminal alkynes with hydrogen phosphine oxides produces the corresponding value-added alkynylphosphine oxides in very good yields. This reaction could be easily conducted at gram scales without any decrease of efficiency.

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proposed mechanism



Key Words

phosphine oxides, acrylonitrile


ID: J54-Y2017