Selective Oxidative Cleavage of 3-Methylindoles with Primary Amines Affording Quinazolinones
Junhui He, Jianyu Dong, Lebin Su, Shaofeng Wu, Lixin Liu, Shuang‐Feng Yin, Yongbo Zhou
Abstract
A selective functionalization of C–C═C bonds toward N–C═O bonds is realized by an n-Bu4NI-catalyzed reaction of 3-methylindoles with primary amines using TBHP as the unique oxidant. The systematic process involves oxygenation, nitrogenation, ring-opening, and recyclization, affording a broad range of quinazolinones in good to excellent yields.
Topics & Concepts
ChemistryPrimary (astronomy)Surface modificationOxidative cleavageCatalysisCombinatorial chemistryCleavage (geology)Ring (chemistry)Bond cleavageOxidative phosphorylationMedicinal chemistryOrganic chemistryEngineeringFracture (geology)PhysicsAstronomyPhysical chemistryBiochemistryGeotechnical engineeringQuinazolinone synthesis and applicationsAdvanced Synthetic Organic ChemistryCatalytic C–H Functionalization Methods