Tin Radical Addition to Alkynyl Sulfides: Reactivity of the Intermediate Thioalkyl-Substituted. beta.-(Tributylstannyl) vinyl Radicals

L Capella, PC Montevecchi…

Index: Capella, Laura; Montevecchi, Pier Carlo; Nanni, Daniele Journal of Organic Chemistry, 1994 , vol. 59, # 12 p. 3368 - 3374

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Citation Number: 31

Abstract

7b, c 12b, c at a very low concentration of hydride to minimize the formation of hydrostannylated products 7, which arise from a competing hydrogen abstraction reaction of radicals 2 (Scheme 2). This condition was achieved through slow addition of tin hydride to the reaction mixture. In a typical experiment, a benzene solution of equimolar amounts of tributyltin hydride and a, &-azobisisobutyronitrile (AIBN) was added, by a syringe pump, to ...