Aza-Henry and aza-Knoevenagel reactions of nitriles for the synthesis of pyrido[1, 2-a]indoles. Issue 48 (12th May 2020)

• Record Type: Journal Article
• Authors: Zalte, Rajesh R.; Festa, Alexey A.; Golantsov, Nikita E.; Subramani, Karthikeyan; Rybakov, Victor B.; Varlamov, Alexey V.; Luque, Rafael; Voskressensky, Leonid G.
• Is Part Of: Chemical communications. Volume 56:Issue 48(2020)
• Page Start: 6527
• Page End: 6530
• Publication Date: 2020-05-12
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc01652g
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : N -(Propargyl)indole-2-carbonitriles undergo DBU-catalyzed addition of CH-acids to nitriles, followed by cyclization to give 9-aminopyrido[1, 2- a ]indoles. Abstract : N -(Propargyl)indole-2-carbonitriles undergo DBU-catalyzed addition of CH-acids to nitriles, followed by cyclization to give 9-aminopyrido[1, 2- a ]indoles. The reaction proceeds through the initial formation of a push–pull enamine, alkyne–allene rearrangement and intramolecular nucleophilic cyclization. Nitromethane and malonate esters can be employed as the CH-acids. The resulting compounds were found to exhibit fluorescence properties.