Issue 6, 1994

Radical-induced 1,3-rearrangements of allylic sulfones bearing an alkylthio or arylthio substituent at the α-position

Abstract

1-Methylthio-1-p-tolylsulfonylprop-2-ene 2 underwent 1,3-rearrangement under conditions of radical initiation with migration of the p-tolylsulfonyl group by a process considered to have involved addition–elimination of arylsulfonyl radicals. In contrast, the reaction of 1-p-tolylthio-1-p-tolylsulfonylprop-2-ene 3 under similar conditions gave scrambled products, indicating that arylthio and arylsulfonyl radicals participate with about equal efficiency.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1994, 731-737

Radical-induced 1,3-rearrangements of allylic sulfones bearing an alkylthio or arylthio substituent at the α-position

J. M. Fox, C. M. Morris, G. D. Smyth and G. H. Whitham, J. Chem. Soc., Perkin Trans. 1, 1994, 731 DOI: 10.1039/P19940000731

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