103660-70-4Relevant articles and documents
Synthesis of 5-hydroxy-Δ1-pyrrolines from aryl isoalkyl ketoximes and acetylene in a tuned superbase medium
Shabalin, Dmitrii A.,Dvorko, Marina Yu.,Schmidt, Elena Yu.,Protsuk, Nadezhda I.,Trofimov, Boris A.
, p. 3156 - 3159 (2016)
The reaction between aryl isoalkyl ketoximes and acetylene under atmospheric pressure was applied to the synthesis of 5-hydroxy-Δ1-pyrrolines, containing aromatic substituents at the carbon–nitrogen double bond, in moderate yields. A crucial fa
2-(2-Ethynyl-1-aziranyl)-3,4-dihydro-2H-pyrrole: A one-pot assembly from isopropyl phenyl ketoxime and acetylene during the synthesis of 3H-pyrrole
Shabalin, Dmitrii A.,Glotova, Tatyana E.,Ushakov, Igor A.,Dvorko, Marina Yu.,Vashchenko, Alexander V.,Smirnov, Vladimir I.,Schmidt, Elena Yu.,Mikhaleva, Al'bina I.,Trofimov, Boris A.
, p. 368 - 369 (2014)
Reaction between isopropyl phenyl ketoxime and acetylene in the KOH-DMSO-n-hexane system (70°C, ~ 5 min), along with known 3,3-dimethyl-2-phenyl-3H-pyrrole (51% yield) and 4,4-dimethyl-5-phenyl-1-vinyl-2-pyrrolidinone (7% yield), affords also unexpected 2-(2-ethynyl-3,3-dimethyl-2-phenyl-1-aziranyl)-4,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrole (4% yield).
Synthesis of 3,3-dimethyl-2-phenyl-3H-pyrrole from Isopropyl Phenyl Ketoxime and Acetylene: A Side Formation of 4,4-dimethyl-5-phenyl-1-vinyl-2- pyrrolidinone as Clue to the Reaction Mechanism
Shabalin, Dmitrii A.,Glotova, Tatyana E.,Schmidt, Elena Yu.,Ushakov, Igor A.,Mikhaleva, Al'Bina I.,Trofimov, Boris A.
, p. 100 - 101 (2014)
Isopropyl phenyl ketoxime reacts with acetylene in the KOH/DMSO suspension (atmospheric pressure, 90 °C, 4 h) to afford 3,3-dimethyl-2-phenyl-3H- pyrrole (30%) and 4,4-dimethyl-5-phenyl-1-vinyl-2-pyrrolidinone (5%) that is likely originated from 4,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrol-2-ol as the key reaction intermediate.
A NOVEL SYNTHESIS OF 3H-PYRROLES
Korostova, S. E.,Shevchenko, S. G.,Sigalov, M. V.
, p. 1101 - 1104 (2007/10/02)
Reaction of isopropylphenyl- and isopropyl-2-thienylketoximes with acetylene, catalyzed by the system MOH (M = Na, K)-DMSO, gave 2-phenyl- and 2-(2-thienyl)-3,3-dimethyl-3H-pyrroles as well as the reaction intermediates O-vinylisopropylphenylketoxime and