A direct entry to polycyclic quinoxaline derivativesviaI₂-DMSO mediated oxidative decarboxylation of α-amino acids and the subsequent Pictet–Spengler cyclization reaction

Abstract

A facile and highly efficient iodine-promoted strategy has been delineated for the synthesis of indolo and pyrrolo [1,2-a]quinoxaline derivatives via oxidative Pictet-Spengler type of amino cyclo-annulation reaction using natural amino...

Recent Progress in the Catalytic Synthesis of Pyrrolo[1,2‐α]quinoxaline

“…In 2022, Bera's group [42] reported the iodine‐catalysed synthesis of pyrrolo[1,2‐ α ]quinoxalines from α ‐amino acids 185 and reactant 184 in a reaction system in which the α ‐amino acids were decarboxylated with DMSO as solvent and TFA as additive, and subsequently underwent electrophilic cyclization to obtain pyrrolo/indolo[1,2‐ α ]quinoxaline derivatives 186 in 42–90% yield. This synthetic method has better yield and tolerance for aryl‐substituted a‐amino acids, while for alkyl‐substituted a‐amino acids could only be obtained in 42–56% yield, and some compounds could not get the corresponding products, for example, when R is 2‐isobutyl, which may be due to the slower and more difficult decarboxylation process of alkyl‐substituted a‐amino acids and therefore lower yield.…”

Electrochemical oxidative dehydrogenative annulation of 1-(2-aminophenyl)pyrroles with cleavage of ethers to synthesize pyrrolo[1,2-a]quinoxaline derivatives

“…1 Pyrrolo[1,2- a ]quinoxalines, as an essential subgroup, exhibit unique characteristics in the fields of organic functional materials, 2 pharmaceuticals, 3 and biological research. 4 They have demonstrated potential as antileishmanial, 5 antidiabetic, 6 anticancer, 7 and 5-HT 3 receptor agonist agents (Fig. 1).…”