Doklady Chemistry

2, 4, 5-triphenylimidazole as an indicator of intermediate formation of 2, 3-diphenyl-2H-azirine in the synthesis of 1-vinyl-2, 3-diphenylpyrrole from benzyl phenyl …

OV Petrova, IA Ushakov, LN Sobenina, AI Mikhaleva…

Index: Petrova; Ushakov; Sobenina; Mikhaleva; Trofimov Doklady Chemistry, 2011 , vol. 436, # 2 p. 43 - 45

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Abstract

2, 3 Diphenyl 2H azirine on heating is known to form 2, 4, 5 triphenylimidazole, along with other products [11]. The careful examination of the reaction mixture obtained in the synthesis of pyrrole 2 allowed us to isolate imidazole 5 (yield 1%, Scheme 1), along with other products 2–4; this finding proves the previ ously postulated formation of azirine 6 from ketoxime 1 and acetylene in a KOH–DMSO superbasic system (Scheme 2).