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:
chentieqiao
hnu.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
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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
Y. Gao, G. Wang, L. Chen, P. Xu, Y. Zhao, Y. Zhou, L.-B. Han, J. Am. Chem. Soc., 2009, 131, 7956-7957.
Rhodium-Catalyzed Regio- and Stereoselective Addition of Diphenylphosphine Oxide to Alkynes
L.-B. Han, C.-Q. Zhao, M. Tanaka, J. Org. Chem., 2001, 66, 5929-5932.
Key Words
phosphine oxides, acrylonitrile
ID: J54-Y2017
