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Facile synthesis of methylthiomethyl esters through Pummerer-type rearrangement of carboxylic acids and DMSO under metal-free conditions

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Abstract A green and cost-effective Pummerer-type rearrangement between readily accessible carboxylic acids and DMSO has been achieved under metal-free conditions in satisfactory to excellent yields. The transformation for the synthesis… Click to show full abstract

Abstract A green and cost-effective Pummerer-type rearrangement between readily accessible carboxylic acids and DMSO has been achieved under metal-free conditions in satisfactory to excellent yields. The transformation for the synthesis of valuable methylthiomethyl esters is shown to be a convenient strategy for various (hetero)aromatic acids, α,β-unsaturated carboxylic acids and saturated alkyl carboxylic acids with good functional group tolerance. GRAPHICAL ABSTRACT

Keywords: free conditions; type rearrangement; carboxylic acids; pummerer type; metal free; acids dmso

Journal Title: Synthetic Communications
Year Published: 2019

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