82511-60-2Relevant academic research and scientific papers
Synthesis of tetrasubstituted 2-aryl-3-arylsulfonyl pyrroles: Unexpected regioselectivity in directed ortho-metallation reactions
Bailey, Nick,Demont, Emmanuel,Garton, Neil,Seow, Hui-Xian
, p. 185 - 188 (2008/09/21)
3-Arylsulfonyl pyrroles can be readily obtained from 3-Br-TIPS pyrrole via halogen-metal exchange and subsequent sulfonylation. The regioselectivity of the subsequent directed ortho-metallation (DOM) reaction in order to functionalise the C-2 position dep
A simple strategy for the synthesis of 3,4-disubstituted pyrroles
Padmavathi,Reddy, B. Jagan Mohan,Sarma, M. Rajagopala,Thriveni
, p. 79 - 80 (2007/10/03)
3,4-Disubstituted pyrroles are prepared by cyclocondensation of aryl styryl sulfones and benzyl styryl sulfones with tosyl methyl isocyanide. Phenyl vinyl sulfone under similar conditions forms 3-benzenesulfonylpyrrole and/or 2-(2-benzenesulfonylethyl)-4-benzenesulfonylpyrrole.
Synthesis and Rearrangement of Pyrrolyl Sulfides and Sulfones
DeSales, Javier,Greenhouse, Robert,Muchowski, Joseph M.
, p. 3668 - 3672 (2007/10/02)
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.
