33542-36-8Relevant articles and documents
Generation and cyclization of unsaturated carbamoyl radicals derived from S-4-pentynyl carbamothioates under tin-free conditions
Benati, Luisa,Bencivenni, Giorgio,Leardini, Rino,Minozzi, Matteo,Nanni, Daniele,Scialpi, Rosanna,Spagnolo, Piero,Zanardi, Giuseppe
, p. 3192 - 3197 (2006)
The radical reaction of benzenethiol with S-4-pentynyl carbamothioates provides a valuable protocol for the tin-free generation of carbamoyl radicals, which arise from intramolecular substitution at sulfur by the initial sulfanylvinyl radicals. This procedure can be usefully employed to achieve N-benzylcarbamoyl radical 5-exo and 4-exo cyclizations leading, respectively, to pyrrolidinones and azetidinones, although, for the latter, it seems of lesser utility. Novel evidence is presented that. N-tosyl-substituted carbamoyl radicals display a peculiar tendency to yield the corresponding isocyanate by β-elimination of the tosyl radical.
Dithiocarbamate group transfer cyclization reactions of carbamoyl radicals under "tin-free" conditions
Grainger, Richard S.,Innocenti, Paolo
, p. 3445 - 3448 (2007/10/03)
Oxygen or nitrogen? Radical chemists overwhelmingly choose to work with xanthates rather than dithiocarbamates, yet the latter offer a distinct advantage in the case of a new method for generating carbamoyl radicals. Functionalized lactams of various ring
