Selective synthesis of 1-vinylpyrroles directly from ketones and acetylene: Modification of trofimov reaction

…, AM Vasil'tsov, EY Senotrusova, NI Protsuk

Index: Mikhaleva; Shmidt; Ivanov; Vasil'tsov; Senotrusova; Protsuk Russian Journal of Organic Chemistry, 2007 , vol. 43, # 2 p. 228 - 230

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Citation Number: 11

Abstract

Abstract Consecutive treatment of ketones with a system NH 2 OH· HCl-NaHCO 3-DMSO and acetylene excess in the presence of KOH (100–120° C, initial acetylene pressure 12–15 at) led to a selective formation of 2-and 2, 3-substituted 1-vinylpyrroles in 51–79% yields. Ketones of aliphatic, cycloaliphatic, aromatic, heteroaromatic, and tetrahydronaphthalene series were involved into the reaction.