Organic Chemistry

Sulfoxide Synthesis from Sulfinate Esters under Pummerer-like Conditions

Suguru Yoshida Tokyo Medical and Dental University (TMDU)

Abstract

A facile synthetic method of allyl sulfoxides by S-allylation of sulfinate esters through sulfonium intermediates has been developed without [3,3]-sigmatropic rearrangement and further Pummerer-type reactions of the resulting allyl sulfoxides. On the basis of the plausible reaction mechanism involving sulfonium salt intermediates, S-alkynylation and S-arylation were also accomplished.

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Supplementary material

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AKsi0326