D. A. Shabalin, T. E. Glotova, I. A. Ushakov, M. Yu. Dvorko, A. V. Vashchenko, V. I. Smirnov, E. Yu. Schmidt, A. I. Mikhaleva, B. A. Trofimov, “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”, Mendeleev Commun., 2014, Volume 24, Issue 6,Pages 368

This article is cited in 5 papers

Communications

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

D. A. Shabalin, T. E. Glotova, I. A. Ushakov, M. Yu. Dvorko, A. V. Vashchenko, V. I. Smirnov, E. Yu. Schmidt, A. I. Mikhaleva, B. A. Trofimov

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

Abstract: Reaction between isopropyl phenyl ketoxime and acetylene in the KOH–DMSO–n-hexane system (70°C, ∼ 5min), 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).

Language: English

DOI: 10.1016/j.mencom.2014.11.020