Diversification of Indoles and Pyrroles by Molecular Editing: New Frontiers in Heterocycle‐to‐Heterocycle Transmutation
Fernanda Liu, Lakshita Anand, Michal Szostak
Abstract
Skeletal editing via single-atom insertion reactions involving nitrogen heterocycles have been reported by two innovative and complementary methods for the conversion of pyrroles and indoles to pyridines, quinolines and quinazolines. The use of electrophilic carbonyl cation equivalents and in situ generated nitrenes enables molecular editing to transform heterocycles forming the foundation of best-selling pharmaceuticals. Considering the importance of heterocycles in medicinal chemistry, biology and natural products, these methods offer innovative approach to complex molecular structures by heterocycle diversification and peripheral editing.
Topics & Concepts
ChemistryElectrophileNitreneNitrogen atomCombinatorial chemistryOrganic chemistryRing (chemistry)CatalysisRadical Photochemical ReactionsSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods