Synthesis of a Novel Series of 1,6-Disubstituted-3-(cyclohexylmethoxy)-β-carboline Derivatives via Minisci Reaction

Abstract

A facile and efficient route for the synthesis of 1,6-disubstituted-3-cyclohexylmethoxy-β-carboline derivatives via the Minisci reaction has been described with good yields and selectivity. A novel series of β-carboline derivatives with various substituents at 1-, 3-, and 6-positions were designed and synthesized from the starting material (±)-tryptophan on the basis of harmine chemical structure. The mechanism of the 1-substituted β-carboline derivatives by means of a nucleophilic radical was also described, and the x-ray analysis confirmed the structures of 11-7.