A Copper-Catalyzed Tandem Cyclization Reaction of Aminoalkynes with Alkynes for the Construction of Tetrahydropyrrolo[1,2-a]quinolines Scaffold

Abstract

A synthetic method for diversely substituted tetrahydropyrrolo[1,2-a]quinolines was developed via CuCl-catalyzed cascade transformation of internal aminoalkynes with alkynes under microwave- irradiation.

Synthesis of Nitrogen-Containing Heterocyclic Scaffolds through Sequential Reactions of Aminoalkynes with Carbonyls

“…Zhou et al extended this reaction using less active terminal amidoalkynes in similar conditions [ 9 ]. The CuCl-catalyzed cascade transformation of internal β-aminoalkynes with alkynes under microwave irradiation gave diversely substituted tetrahydropyrrolo[1,2- a ]quinolones [ 10 ]. An intramolecular gold-catalyzed hydroamination/aza-Diels–Alder tandem process of β-/γ-aminoalkynes with high regio- and diastereoselectivity and up to almost complete chemoselectivity showed great efficiency in a one-pot approach to the complex nitrogen heterocyclic derivatives of medicinal importance, such as the one-step synthesis of incargranine B aglycone and (±)-seneciobipyrrolidine (I) [ 11 ].…”

Heteroployacid on the composite of boehmite and polyionic liquid as a catalyst for alcohol oxidation and tandem alcohol oxidation Knoevenagel condensation reactions

“…In this venue, planning the high-performance bi/multi-functional heterogeneous catalysts that can promote two or more reaction steps and can be easily separated from the reaction media is valuable 3 . Moreover, design of one-pot tandem reactions, which combine two or more synthetic steps in one-pot 4 – 6 is an attractive approach for green synthesis of various chemicals 7 , 8 . As isolation of intermediates is not required in tandem reactions, they are also very appealing from economic point of view.…”