Copper-catalyzed sulfenylation of pyrroles with disulfides or thiols: Directly synthesis of sulfenyl pyrroles
We present here the synthesis of sulfenyl pyrroles by copper-catalyzed sulfenylation of pyrroles with organic disulfides or thiols. The direct sulfenylation of pyrroles with organic disulfides has been accomplished in the presence of 3 mol % of CuI in DMS
Alves, Diego,Lara, Renata G.,Contreira, Maria E.,Radatz, Cátia S.,Duarte, Luis F.B.,Perin, Gelson
experimental part
p. 3364 - 3368
(2012/07/28)
Synthesis of Pyrrolyl Sulfides
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Kakushima, Masatoshi,Frenette, Richard
p. 2025 - 2027
(2007/10/02)
Synthesis and Rearrangement of Pyrrolyl Sulfides and Sulfones
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 mild conditions.With trifluoroacetic acid in dichloromethane solution, at room temperature, the equilibrium always was in favor of the 2-isomer and the interconversion appeared to be intramolecular. 2-(Methylsulfonyl)pyrrole and 2-(phenylsulfonyl)pyrrole were transformed into the 3-substituted isomers when heated under strongly acidic conditions.
DeSales, Javier,Greenhouse, Robert,Muchowski, Joseph M.
p. 3668 - 3672
(2007/10/02)
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