Issue 10, 2021

Nickel-catalyzed coupling of R2P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols

Abstract

α-Alkylation of methyldiarylphosphine oxides with (hetero)arylmethyl alcohols was performed under nickel catalysis. Various arylmethyl and heteroarylmethyl alcohols can be used in this transformation. A series of methyldiarylphosphine oxides were alkylated with 30–90% yields. Functional groups on the aromatic rings of methyldiarylphosphine oxides or arylmethyl alcohols including OMe, NMe2, SMe, CF3, Cl, and F groups can be tolerated. The conditions are also suitable for the α-alkylation reaction of dialkyl methylphosphonates.

Graphical abstract: Nickel-catalyzed coupling of R2P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols

Supplementary files

Article information

Article type
Paper
Submitted
18 Jan 2021
Accepted
15 Feb 2021
First published
15 Feb 2021

Org. Biomol. Chem., 2021,19, 2233-2242

Nickel-catalyzed coupling of R2P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols

W. Li and Z. Wang, Org. Biomol. Chem., 2021, 19, 2233 DOI: 10.1039/D1OB00086A

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