Efficient Pd-Catalyzed Dehydrogenative Coupling of P(O)H with RSH: A Precise Construction of P(O)-S Bonds

Yueyue Zhu, Tieqiao Chen*, Shan Li, Shigeru Shimada 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

Y. Zhu, T. Chen, S. Li, S. Shimada, L.B. Han, J. Am. Chem. Soc., 2016, 138, 5825-5828.

DOI: 10.1021/jacs.6b03112

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Abstract

In a Pd-catalyzed dehydrogenative phosphorylation, various thiols couple readily with H-phosphonates, H-phosphinates, and secondary phosphine oxides, to provide valuable phosphorothioates including P-chiral compounds. A plausible mechanism is proposed.

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proposed mechanism

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Key Words

phosphorylation, phosphorothioates

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ID: J48-Y2016