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Sulfoxide synthesis from sulfinate esters under Pummerer-like conditions.

Akihiro KobayashiTsubasa MatsuzawaTakamitsu HosoyaSuguru Yoshida
Published in: Chemical communications (Cambridge, England) (2020)
A facile synthetic method for the preparation of allyl sulfoxides by S-allylation of sulfinate esters proceeds through sulfonium intermediates 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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