Synthesis of <i>N</i>-Unsubstituted and <i>N</i>3-Substituted Quinazoline-2,4(1<i>H</i>,3<i>H</i>)-diones from <i>o</i>-Aminobenzamides and CO<sub>2</sub> at Atmospheric Pressure and Room Temperature
Lin Zhang, Qian Chen, Lin Li, Nana Ma, Jie Tian, Hao Sun, Qian Xu, Yuanyong Yang, Chun Li
Abstract
The unprecedented metal-free synthesis of both N -unsubstituted and N 3-substituted quinazoline-2,4(1 H,3 H )-diones from o -aminobenzamides and CO 2 under atmospheric pressure at room temperature is developed. This protocol easily allows for variations of functional groups (including alkyl, aryl, and heterocycle groups) at the N 3-position to accommodate the construction of many important drugs and bioactive compounds. The reaction features eco-friendliness, substrate scope tolerance, and versatility and can be implemented even at the gram scale.
Topics & Concepts
ChemistryQuinazolineArylAlkylCombinatorial chemistryFunctional groupSubstrate (aquarium)Scope (computer science)Medicinal chemistryStereochemistryOrganic chemistryOceanographyProgramming languagePolymerComputer scienceGeologyCarbon dioxide utilization in catalysisAsymmetric Hydrogenation and CatalysisN-Heterocyclic Carbenes in Organic and Inorganic Chemistry