Single-Pot Synthesis of Alkyl-Substituted Quinolines and Indoles via Photoinduced Oxidation of Primary Alcohols

Abstract

Single-pot synthesis of alkyl-substituted quinolines and indoles has been performed via photoinduced oxidation of primary aliphatic alcohols (C₂–C₅) and condensation of the aldehydes (products of the alcohols oxidation) with aniline under the action of iron-containing catalysts and inorganic oxidants. The synthesis was the most efficient in the presence of FeCl₃·6H₂O as catalyst and 10% aqueous solution of NaOCl as oxidant with irradiation by Hg lamp. The synthesis mechanism through photoinduced oxidation of primary aliphatic alcohol has been suggested.