Synthesis and rearrangement of pyrrolyl sulfides and sulfones

…, R Greenhouse, JM Muchowski

Index: DeSales, Javier; Greenhouse, Robert; Muchowski, Joseph M. Journal of Organic Chemistry, 1982 , vol. 47, p. 3668 - 3672

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Citation Number: 43

Abstract

A general synthesis of 3-pyrrolyl sulfides was developed on the basis of the triphenylphosphine-iodine-sodium iodide reduction of the sulfoxides, which in turn were obtained by the acid-mediated rearrangement of the corresponding 2-sulfinylpyrroles. Methods were also devised for the reduction of 2-(alkylsulfinyl) pyrroles to the sulfides. 2- Pyrrolyl and 3-pyrrolyl sulfides were shown to undergo acid-induced equilibration under ...