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Methylsulfenylation of thioacetals as a method for synthesizing 2-thio-substituted furans
A Padwa1, J D Ginn, M S McClure
1Department of Chemistry, Emory University, Atlanta, Georgia 30322, USA.
Abstract:
[formula: see text] The dimethyl(methylthio)sulfonium tetrafluoroborate induced cyclization of various bis(methylsulfanyl) carbonyl compounds is described. The reaction proceeds by methylthiolation of the thioacetal group to give a thionium ion which undergoes subsequent cyclization with the neighboring carbonyl group. This is followed by an elimination reaction to furnish the furan ring.
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