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Hydrophosphorylation of Alkynes Catalyzed by Palladium: Generality and Mechanism

Tieqiao Chen, Chang-Qiu Zhao and Li-Biao Han*

*College of Material and Chemical Engineering, Hainan University, Haikou, Hainan 570228, China, Email:

T. Chen, C.-Q. Zhao, L.-B. Han, J. Am. Chem. Soc., 2018, 140, 3139-3155.

DOI: 10.1021/jacs.8b00550 (free Supporting Information)

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A palladium-catalyzed hydrophosphorylation of alkynes with P(O)-H compounds (i.e., H-phosphonates, H-phosphinates, secondary phosphine oxides, and hypophosphinic acid) provides Markovnikov adducts in high yields with high regioselectivity for both aromatic and aliphatic alkynes. The reaction tolerates a wide variety of functional groups.

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Key Words

phosphonates, phosphinates, phosphine oxides

ID: J48-Y2018