Synthesis of Asymmetric Urea Derivatives from COS and Amines: Substrate Selection, Scope Studies, and Mechanism Investigation
Siliu Cheng, Jiakai Wu, Huijie Jia, Ruijun Xie, Ning Zhu
Abstract
A series of asymmetric ureas were synthesized by a one-pot reaction of amines and carbonyl sulfide (COS) under catalyst-free conditions. The highly selective synthesis of asymmetric urea was successfully achieved by the use of weakly nucleophilic aromatic amines and highly nucleophilic secondary aliphatic amines. Moreover, a reaction mechanism was proposed based on the detailed NMR and FTIR study. This efficient synthetic methodology provides a mild and selective method for synthesizing asymmetric urea derivatives.
Topics & Concepts
ChemistryNucleophileUreaCatalysisSubstrate (aquarium)Combinatorial chemistryNucleophilic additionMechanism (biology)Organic chemistryEpistemologyOceanographyPhilosophyGeologyCarbon dioxide utilization in catalysisMetal-Organic Frameworks: Synthesis and ApplicationsCovalent Organic Framework Applications