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Single-Electron Transfer from Dimsyl Anion in the Alkylation of Phenols

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journal contribution
posted on 2020-01-13, 11:43 authored by Samantha Rohe, Guillaume Révol, Thomas Marmin, Daniel Barriault, Louis Barriault
While attempting to synthesize biaryl ethers we discovered the inadvertent formation of a methylsulfoxylmethyl ether byproduct. Formation of this unexpected byproduct presented an opportunity to streamline the synthesis of methylsulfoxylmethyl ethers. Mechanistic studies suggest a radical pathway with dimsyl potassium as a reducing agent.