85826-52-4Relevant articles and documents
Synthesis of 5-hydroxy-Δ1-pyrrolines from sec-alkyl aryl ketoximes and acetylene
Shabalin, Dmitrii A.,Dvorko, Marina Yu.,Schmidt, Elena Yu.,Ushakov, Igor’ A.,Trofimov, Boris A.
, p. 6661 - 6667 (2016)
Synthesis of 5-hydroxy-Δ1-pyrrolines conjugated with aryl substituents has been effected via the rearrangement of O-vinylketoximes, having only one C–H bond adjacent to the oxime function and readily prepared by addition of sec-alkyl aryl ketox
Metal-Free Selective Synthesis of 1,4-Dihydropyridazines from Hydroxypyrrolines and Hydrazines
Shabalin, Dmitrii A.,Dvorko, Marina Yu.,Zolotareva, Evgeniya E.,Ushakov, Igor' A.,Vashchenko, Alexander V.,Schmidt, Elena Yu.,Trofimov, Boris A.
, p. 4004 - 4010 (2017)
An efficient and selective synthesis of 1,4-dihydropyridazines through the acid-catalyzed recyclization of 5-hydroxy-Δ1-pyrrolines with hydrazines has been developed. The scope of this reaction was thoroughly explored, resulting in the generation of a library of 1,4-dihydropyridazines in good to excellent yields (25 examples, 67–100 % yields).
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.
supporting information, p. 3156 - 3159 (2016/07/06)
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
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 (2014/04/17)
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