D. A. Shabalin, T. E. Glotova, E. Yu. Schmidt, I. A. Ushakov, A. I. Mikhaleva, B. A. Trofimov, “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”, Mendeleev Commun., 24:2 (2014), 100

Эта публикация цитируется в 11 статьях

Communications

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

D. A. Shabalin, T. E. Glotova, E. Yu. Schmidt, I. A. Ushakov, A. I. Mikhaleva, B. A. Trofimov

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation

Аннотация: Isopropyl phenyl ketoxime reacts with acetylene in the KOH/DMSO suspension (atmospheric pressure, 90°C, 4h) 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.

Язык публикации: английский

DOI: 10.1016/j.mencom.2014.03.012