Aerobic Oxidative C–H Azolation of Indoles and One-Pot Synthesis of Azolyl Thioindoles by Flavin–Iodine-Coupled Organocatalysis
Kazumasa Tanimoto, Hayaki Okai, Marina Oka, Ryoma Ohkado, Hiroki Iida
Abstract
The aerobic oxidative cross-coupling of indoles with azoles driven by flavin-iodine-coupled organocatalysis has been developed for the green synthesis of 2-(azol-1-yl)indoles. The coupled organocatalytic system enabled the one-pot three-component synthesis of 2-azolyl-3-thioindoles from indoles, azoles, and thiols in an atom-economical manner by utilizing molecular oxygen as the only sacrificial reagent.
Topics & Concepts
ChemistryOrganocatalysisIodineReagentFlavin groupOxidative phosphorylationCombinatorial chemistryMolecular oxygenOrganic chemistryCatalysisEnantioselective synthesisBiochemistryEnzymeCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions