In Water and under Mild Conditions: α-Alkylation of Ketones with Alcohols by Phase-Transfer-Assisted Borrowing Hydrogen Catalysis

Chemistry : a European Journal
Lena RakersFrank Glorius

Abstract

Borrowing hydrogen is a powerful and green technique that allows readily available alcohols to be used as alkylating agents and produces water as the only by-product. Nevertheless, harsh conditions such as high temperatures and organic solvents are usually required. Herein, we present a strategy to perform the α-alkylation of ketones in aqueous media at mild temperatures by combining borrowing hydrogen with phase-transfer catalysis. A broad scope of methyl ketones was functionalized with alkyl and benzyl alcohols in moderate to good yields at 40 °C. The protocol was also highly effective at large scale and room temperature.

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Citations

Oct 12, 2019·Chemistry : a European Journal·Sofiya A RunikhinaDenis Chusov
Nov 7, 2019·The Journal of Organic Chemistry·Artem A ZemtsovAlexander D Dilman
Aug 31, 2021·RSC Chemical Biology·Joanna C SadlerStephen Wallace

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