Chemoselective Reactions of Isocyanates with Secondary Amides: One-Pot Construction of 2,3-Dialkyl-Substituted Quinazolinones
Yi Lin, Shufan He, Hui Geng, Yuchen Xiao, Kan‐Lei Ji, Jian‐Feng Zheng, Pei‐Qiang Huang
Abstract
A facile method for the preparation of 2,3-dialkyl-substituted quinazolinones from readily available N-arylamides and commercial isocyanates was developed. This one-pot procedure involves the chemoselective activation of the secondary amide with Tf2O/2-Br-Pyr, the sequential addition of isocyanate, and cyclization. The mild reaction is general for a wide range of substrates and can be run on a gram scale.
Topics & Concepts
IsocyanateAmideChemistryPrimary (astronomy)Reaction conditionsOrganic chemistryCombinatorial chemistryCatalysisPolyurethaneAstronomyPhysicsAdvanced Synthetic Organic ChemistryQuinazolinone synthesis and applicationsSynthetic Organic Chemistry Methods