A direct entry to polycyclic quinoxaline derivatives<i>via</i>I<sub>2</sub>-DMSO mediated oxidative decarboxylation of α-amino acids and the subsequent Pictet–Spengler cyclization reaction
Surya Kanta Samanta, Rumpa Sarkar, Utsav Sengupta, Sayan Das, Debabani Ganguly, Avantika Hasija, Deepak Chopra, Mrinal K. Bera
Abstract
an oxidative Pictet-Spengler type amino cyclo-annulation reaction using ∝-amino acids as aldehyde surrogates. The concomitant benzylic oxidation and the compatibility of different starting materials under standard conditions made the current method versatile. The salient features of the protocol such as readily available starting materials, inexpensive promoters, environmental benignity, broad substrate scope, scalability, and good to excellent yield make the method more attractive to practitioners of organic synthesis.
Topics & Concepts
ChemistryQuinoxalineAnnulationOxidative decarboxylationCombinatorial chemistryDecarboxylationOrganic chemistryOxidative phosphorylationYield (engineering)Amino acidCatalysisBiochemistryMetallurgyMaterials scienceSynthesis and Biological EvaluationPhenothiazines and Benzothiazines Synthesis and ActivitiesCatalytic C–H Functionalization Methods