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

Feixiang Sun, Xin Chen, Siyi Wang, Fan Sun, Sheng‐Yin Zhao, Weiping Liu

Journal of the American Chemical Society · 2023 · 33 citations · 54 references

Abstract

Herein, we report a manganese-catalyzed three-component coupling of <i>β-</i>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.

References

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