Organic Letters 2002-07-25

A new route to sulfonamides via intermolecular radical addition to pentafluorophenyl vinylsulfonate and subsequent aminolysis.

Stephen Caddick, Jonathan D Wilden, Hannah D Bush, Sjoerd N Wadman, Duncan B Judd

Index: Org. Lett. 4(15) , 2549-51, (2002)

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Abstract

[reaction: see text] Various radical species generated from either the corresponding iodo- or bromo- compounds and tri-n-butyltin hydride were added in an intermolecular fashion to the activated acceptor pentafluorophenyl vinylsulfonate. The products of each reaction were then subjected to aminolysis with a variety of different amines.