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.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.joc.3c02140 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Surface Decoration of Cellulose With Trifluoromethylphenyl Substituted Thiourea: A Robust Hydrogen-Bonding Catalyst in Conjunction With L-Proline for the Asymmetric Direct Mannich Reaction.
Biopolymers
January 2025
Department of Chemistry, Faculty of Engineering and Science, Bursa Technical University, Bursa, Turkey.
Cellulose is one of the most abundant biopolymers in nature. Despite being the subject of research in various fields, it is not as famous as chitosan in catalyst design. Herein, a novel thiourea-functionalized cellulose (CTU-6) was synthesized as a robust hydrogen bonding catalyst with the degree of substitution (DS) of 0.
View Article and Find Full Text PDFAsymmetric synthesis of spiro[benzofuran-pyrrolidine]-indolinedione bifunctional urea catalyzed [3 + 2]-annulation.
Org Biomol Chem
December 2024
Asymmetric Synthesis and Catalysis Laboratory, Department of Chemistry, Central University of Tamil Nadu (CUTN), Tiruvarur-610 005, India.
In this study, we unveil a highly enantioselective [3 + 2] annulation protocol, adept at merging -2,2,2-trifluoroethylisatin ketimines with 3-alkylidene benzofuranones under quinine-derived urea catalysis. This strategy furnishes complex spiro[benzofuran-pyrrolidine]indolinedione architectures, featuring strategically positioned trifluoromethyl groups of considerable pharmacological significance. The method distinguishes itself by employing minimal catalyst loadings while ensuring energy efficiency and accommodating a broad spectrum of substrates, resulting in excellent yields and exceptional stereocontrol (38 examples, up to 98% yield, up to >20 : 1 dr, and up to 99 : 1 er).
View Article and Find Full Text PDFDynamic anti-correlations of water hydrogen bonds.
Nat Commun
December 2024
Max-Planck Institute for Polymer Research, Ackermannweg 10, Mainz, Germany.
Article Synopsis
Clusters induced electronic delocalization of single atom sites toward efficient electrocatalytic urea synthesis from CO and N.
J Colloid Interface Sci
November 2024
Institute of Photochemistry and Photofunctional Materials, University of Shanghai for Science and Technology, Shanghai 200093, China. Electronic address:
Electrocatalytic conversion of CO and N into urea product is highly envisaged, whereas symmetrical electronic architecture of inert reactant severely prevents their adsorption and activation and further entail extremely low intrinsic activity. Herein, a novel electrocatalyst consisting of Co clusters and CoN single-atoms dispersed on a carbon matrix is demonstrated to achieve the highest recorded urea yield rate of 20.83 mmol h g and Faradaic efficiency (FE) of 23.
View Article and Find Full Text PDFSoft-lithographically defined template for arbitrarily patterned acoustic bioassembly.
Biofabrication
December 2024
Tissue Engineering and Organ Manufacturing (TEOM) Lab, Department of Biomedical Engineering, TaiKang Medical School (School of Basic Medical Sciences), Wuhan University, Wuhan, Hubei 430071, People's Republic of China.
Acoustic bioassembly is recently regarded as a highly efficient biofabrication tool to generate functional tissue mimics. Despite their capacity of directly patterning live cells with close intercellular proximity, most acoustic bioassembly techniques are currently limited to generate some specific simple types of periodic and symmetric patterns, which represents an urgent challenge to emulate geometrically complex cytoarchitecture in human tissue. To address this challenge, we herein demonstrate a soft-lithographically defined acoustic bioassembly (SLAB) technique that enables to assemble live cells into geometrically defined arbitrary multicellular structures.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!