Synthesis of 4-Sulfonyl-1,7-diesters via K2CO3-Mediated Alkylative Debenzoylation of α-Sulfonyl o-Hydroxyacetophenones with Acrylates

The synthesis of 4-sulfonyl-1,7-diesters was well-developed, under the open-vessel condition, by K2CO3-mediated double alkylation of α-sulfonyl o-hydroxyacetophenones with acrylates, and tandem debenzoylation of the resulting α,α-disubstituted o-hydroxyacetophenones. A plausible mechanism is proposed and discussed here. This high-yield protocol provides a highly effective intermolecular alkylation and intramolecular debenzoylation via the formation of two carbon-carbon single (C-C) bonds and the cleavage of carbon-carbon single (C-C) bond.

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