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

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Mendeleev Communications, 2014, Volume 24, Issue 2, Pages 100–101
DOI: https://doi.org/10.1016/j.mencom.2014.03.012 (Mi mendc2486)

This article is cited in 11 scientific papers (total in 11 papers)

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

Full-text PDF (245 kB) Citations (11)

DOI: https://doi.org/10.1016/j.mencom.2014.03.012

Graphic abstract: Synthesis of 3,3-dimethyl-2-phenyl-3<i>H</i>-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

Abstract: 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.

Bibliographic databases:

Document Type: Article

Language: English

Citation: 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), 100–101

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https://www.mathnet.ru/eng/mendc2486

https://www.mathnet.ru/eng/mendc/v24/i2/p100

This publication is cited in the following 11 articles:

Citing articles in Google Scholar: Russian citations, English citations
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