Herein a novel and robust methodology to spiroimidazolidinones has been developed under a mild reaction. The reaction of (Z)-2-azido-3-phenylacrylic acids , aldehydes , amines , isocyanides , and isocyanides produced regioselectively spiroimidazolidinones in 71-88% yields via a sequential Ugi 4CR/Pd(0) catalyzed azide-isocyanide coupling/cyclization/rearrangement/hydroxylation reaction. Furthermore, the easily accessible starting materials, high bond-forming efficiency, and broad substituent tolerance make this strategy useful in synthetic and medicinal chemistry.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.4c04742 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
One-Pot Regioselective Synthesis of Spiroimidazolidinones via a Sequential Ugi 4CR/Azide-Isocyanide Coupling/Cyclization/Rearrangement/Hydroxylation Reaction.
Org Lett
January 2025
Engineering Research Center of Ministry of Education for Fine Chemicals, Shanxi University, Taiyuan 030006, P. R. of China.
Herein a novel and robust methodology to spiroimidazolidinones has been developed under a mild reaction. The reaction of (Z)-2-azido-3-phenylacrylic acids , aldehydes , amines , isocyanides , and isocyanides produced regioselectively spiroimidazolidinones in 71-88% yields via a sequential Ugi 4CR/Pd(0) catalyzed azide-isocyanide coupling/cyclization/rearrangement/hydroxylation reaction. Furthermore, the easily accessible starting materials, high bond-forming efficiency, and broad substituent tolerance make this strategy useful in synthetic and medicinal chemistry.
View Article and Find Full Text PDFFine-Grained Temporal Site Monitoring in EGD Streams Via Visual Time-Aware Embedding and Vision-Text Asymmetric Coworking.
IEEE J Biomed Health Inform
October 2024
Esophagogastroduodenoscopy (EGD) requires inspecting plentiful upper gastrointestinal (UGI) sites completely for a precise cancer screening. Automated temporal site monitoring for EGD assistance is thus of high demand, yet often fails if directly applying the existing methods of online action detection. The key challenges are two- fold: 1) the global camera motion dominates, invalidating the temporal patterns derived from the object optical flows, and 2) the UGI sites are fine-grained, yielding highly homogenized appearances.
View Article and Find Full Text PDFHighlighting multicomponent reactions as an efficient and facile alternative route in the chemical synthesis of organic-based molecules: a tremendous growth in the past 5 years.
Front Chem
September 2024
Advanced Materials Division, Mintek, Randburg, South Africa.
Article Synopsis
- MCRs (multicomponent reactions) have been utilized since their discovery in 1850 and are valued for their efficiency in creating diverse and complex organic molecules.
- These reactions, including Ugi, Passerini, Biginelli, and Hantzsch, play a crucial role in medicinal chemistry and industrial applications while promoting sustainable practices.
- Advantages of MCRs include atom economy, recyclable catalysts, reduced waste, and simplification of the synthesis process by combining multiple steps into one.
Cage-like microstructures via sequential Ugi reactions in aqueous emulsions.
Beilstein J Org Chem
August 2024
Department of Technology for Organic Synthesis, Ural Federal University, Mira St. 19, Ekaterinburg, 620002, Russian Federation.
Cage-like microstructures were obtained in two steps by sequential Ugi reactions. At the first stage, submicron colloidal particles based on carboxymethylcellulose and chitosan with a domain structure were obtained in an aqueous suspension. In the second stage, the Ugi reaction was carried out on the surface of the Pickering emulsions with toluene.
View Article and Find Full Text PDFOne-Step Construction of 1,3,4-Oxadiazoles with Anticancer Activity from Tertiary Amines via a Sequential Copper(I)-Catalyzed Oxidative Ugi/aza-Wittig Reaction.
Molecules
March 2024
School of Pharmacy, Xianning Medical College, Hubei University of Science and Technology, Xianning 437100, China.
An unparalleled copper(I)-catalyzed synthesis of 1,3,4-oxadiazoles from tertiary amines in one step has been described. The one-pot reactions involving (N-isocyanimine)triphenylphosphorane, tertiary amines, and carboxylic acids resulted in the formation of 1,3,4-oxadiazoles in moderate to good yields through a consecutive oxidative Ugi/aza-Wittig reaction, enabling the direct functionalization of sp C-H bonds adjacent to the nitrogen atom. This method offered several notable advantages, including ligands-free, exceptional productivity and a high functional group tolerance.
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!