One -pot synthesis of carbazoles and y-carboline derivatives under metal-free condition

Abstract

This thesis describes the detailed investigation towards the synthesis of highly substituted carbazole derivatives and γ-carboline in a metal- free one-pot approach. Initially a general introduction for the synthesis of carbazoles and γ-carboline with historical background has been described. Next, towards our synthetic goals a detailed mechanistic as well as synthetic study has been accomplished for the synthesis of alknyl substituted carbazole derivatives via a Michael-Henry-aromatization sequential reaction of methyl 2-(3-formyl-1H-indol-2-yl)acetate with (E)-(2-nitrobut-1-en-3-yne-1,4-diyl)dibenzene. An extensive effort led us to the undesired methyl 3-nitro-2-aryl-9H-carbazole-1-carboxylate derivatives, instead of formation of alknyl substituted carbazole derivatives. Moreover, this thesis also contains a metal-free one-pot approach for the synthesis of γ- carboline through the reaction of ethyl (E)-2-(3-(2-nitrovinyl)-1H-indol-2-yl)acetate with benzaldehyde and ammonium acetate.