Convergent Domino Cyclization: Oxidative [3+1+1] Annulation for One‐Pot Synthesis of 2‐Quinoline‐4,5‐diaryl‐oxazoles from Methyl Azaarenes, Benzoins and NH<sub>4</sub>OAc
Fei‐Fei Liang, Kai‐Xuan Liu, Cong Zhao, Zhi‐Hao Shang, Hong‐Mei Kong, Yaqing Yin, Yanping Zhu, Yuanyuan Sun, Jianwen Yao
Abstract
Abstract An oxidative [3+1+1] convergent domino cyclization is disclosed. This protocol enables to get quinoline, quinoxaline, quinazolin‐4(3H)‐one and benzo[d]thiazole attached 2,4,5‐trisubstituted oxazoles from methyl azaarenes, benzoins, and NH 4 OAc in the presence of iodine and molecular sieves without any metal catalyst. The reaction features wide substrate scope, good functional group tolerance, mild reaction conditions, and easily available substrates.
Topics & Concepts
ChemistryQuinolineAnnulationQuinoxalineDominoThiazoleCatalysisCombinatorial chemistryMedicinal chemistryOxidative phosphorylationHypervalent moleculeOrganic chemistryIodineBiochemistryCatalytic C–H Functionalization MethodsQuinazolinone synthesis and applicationsSynthesis and Biological Evaluation