Sulfoxide Synthesis from Sulfinate Esters under Pummerer-like Conditions

26 March 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

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.

Keywords

sulfoxide
sulfinate ester
sulfonium salt
cationic intermediate
allylation

Supplementary materials

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