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Borrowing Hydrogen β-Phosphinomethylation of Alcohols Using Methanol as C1 Source by Pincer Manganese Complex.

Feixiang SunXin ChenSiyi WangFan SunSheng-Yin ZhaoWeiping Liu
Published in: Journal of the American Chemical Society (2023)
Herein, we report a manganese-catalyzed three-component coupling of β- H containing alcohols, methanol, and phosphines for the synthesis of γ-hydroxy phosphines via a borrowing hydrogen strategy. In this development, methanol serves as a sustainable C1 source. A variety of aromatic and aliphatic substituted alcohols and phosphines could undergo the dehydrogenative cross-coupling process efficiently and deliver the corresponding β-phosphinomethylated alcohol products in moderate to good yields. Mechanistic studies suggest that this transformation proceeds in a sequential manner including catalytic dehydrogenation, aldol condensation, Michael addition, and catalytic hydrogenation.
Keyphrases
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  • alcohol consumption
  • electron transfer