Radical sequential processes promoted by 1, 5-radical translocation reaction: Formation and [3+ 2] anulation of alkenesulfanyl radicals

…, PC Montevecchi, ML Navacchia

Index: Capella, Laura; Montevecchi, Pier Carlo; Navacchia, Maria Luisa Journal of Organic Chemistry, 1996 , vol. 61, # 20 p. 6783 - 6789

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Citation Number: 39

Abstract

Radical addition of 2-substituted ethanethiols 1-5 to alkyl-, dialkyl-, and phenylacetylenes affords the corresponding β-sulfanylalkenyl radicals, which can undergo 1, 5-radical translocation (RT reaction) in competition with intermolecular hydrogen abstraction (HA reaction). The RT reaction is the first step of a sequential radical process leading to alkenesulfanyl radicals through an “intermolecular sulfanyl radical transaddition” from an ...