New achievements in the synthesis of pyrrolo[1,2-a]quinoxalines

Recent Examples in the Synthesis and Functionalization of C−H Bonds in Pyrrolo/Indolo [1,2‐a]Quinoxalines

“…Xiao, Chen, and co‐workers presented a noteworthy method for flexibly affording either 4‐amino or C4‐unsubstituted pyrrolo[1,2‐ a ]quinoxalines via isocyanide insertion (Scheme 16). [2b,15a] Encouraged by a previously reported Wacker‐typed annulation, [15b] the authors developed a copper‐free, Pd(OAc) 2 catalyzed coupling of 1‐(2‐aminoaryl)pyrroles and aliphatic isocyanides. Most of N ‐alkyl pyrrolo[1,2‐ a ]quinoxaline‐4‐amines, apart from those started with 2,6‐disubstituted N ‐aryl pyrroles, were obtained in good yields.…”

“…Traditional methods to afford pyrrolo[1,2-a]quinoxalines often focused on the annulation of 1-(2-aminoaryl)pyrroles and aldehydes (Scheme 2). [2] Recent attempts to extend the reaction scope have been emerging (Scheme 3). Firstly, more coupling partners rather than aldehydes have been examined.…”

1-Phenyl-8-[[4-(pyrrolo[1,2-a]quinoxalin-4-yl)phenyl]methyl]-1,3,8-triazaspiro[4.5]decan-4-one: Synthesis, Crystal Structure and Anti-Leukemic Activity

“…Heterocyclic derivatives have attracted a lot of attention, due to their wide spread biological activities. Among them, the pyrrolo[1,2-a]quinoxaline heterocyclic moiety has been characterized with respect to a broad range of pharmacological properties [1,2]. Derivatives of this tricyclic system have been previously described as antiprotozoal agents (antimalarial, antitrypanosomal, and antileishmanial), antipsychotic agents, antiviral agents, adenosine receptor modulators, and anticancer agents [3][4][5][6][7][8][9][10][11][12].…”

Acetic Acid Catalysed One-Pot Synthesis of Pyrrolo[1,2-a]quinoxaline Derivatives

“…Various methods have been developed for the synthesis of 4,5-dihydropyrrolo[1,2-a]quinoxalines and unsubstituted pyrrolo[1,2-a]quinoxalines; 10 however, a survey of the literature revealed that few methods have been reported for the more active 4-substituted derivatives (Scheme 1). 11 A rare one-pot iron-promoted reduction of 1-(2-nitrophenyl)pyrroles, oxidation of alcohols followed by cyclisation and heterocycle oxidation in a cascade has been reported by Pereira. 12 A novel activated carbon/water catalytic system has recently been reported by Wang between 1-(2-nitrophenyl)pyrroles and aryl amines for the synthesis of pyrrolo[1,2-a]quinoxalines.…”