Palladium-Catalyzed Weak-Chelation-Assisted C4-Nitration of Indoles with <i>tert</i>-Butyl Nitrite: Formal Access to Aminated Indoles
Sonbidya Banerjee, Tharmalingam Punniyamurthy
Abstract
Palladium-catalyzed weak-chelation-assisted C4-selective nitration of indoles has been accomplished employing tert -butyl nitrite in the presence of oxone under molecular oxygen at a moderate temperature. Aerobic conditions, C4-selectivity, substrate scope, conversion to valuable aminated indoles, and late-stage natural product modifications are the important practical features.
Topics & Concepts
ChemistryNitrationPalladiumCatalysisNitriteChelationCombinatorial chemistrySubstrate (aquarium)SelectivityOxygenOrganic chemistryNitrateGeologyOceanographyCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions