A highly efficient oxidative cyclocarbonylation of beta-amino alcohols and 2-aminophenol to oxazolidin-2-ones has been achieved by using PdI(2) in conjunction with KI as the catalytic system in DME under relatively mild conditions (100 degrees C and 20 atm of a 4:1 mixture of CO and air).
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/jo026532a | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Sulfonated asphaltene as a highly efficient catalyst for the Mannich reaction with excellent diastereoselectivity and recyclability.
Sci Rep
December 2024
Department of Organic and Polymer Chemistry, Faculty of Chemistry, Kharazmi University, Tehran, 15719-14911, Iran.
This study investigates the repurposing of asphaltene, a petroleum waste product, as a catalyst for organic reactions. Sulfonated asphaltene was synthesized and evaluated for its efficacy in catalyzing the Mannich reaction, displaying notable diastereoselectivity and operating effectively under mild conditions. Characterization of the catalyst's chemical composition, structure, and thermal stability was conducted using FT-IR, TGA, XRD, CHN, BET-BJH, SEM, and EDS analyses.
View Article and Find Full Text PDFCoordination-Assisted Ni-Catalyzed Regio- and Enantioselective 1,2-Borylalkylation of Unactivated Alkenes.
Org Lett
December 2024
College of Chemistry and Materials Science, Hengyang Normal University, Hengyang 421000, People's Republic of China.
Herein we successfully utilize various directing groups to achieve a ligand-enabled nickel-catalyzed 1,2-borylalkylation of unactivated alkenes. A β-amino alcohol was employed as the ligand for non-asymmetric 1,2-borylalkylation of unactivated alkenes, while a bulky chiral diamine ligand was used to achieve the asymmetric 1,2-borylalkylation of allyl amides.
View Article and Find Full Text PDFPolysubstituted Pyridines from 1,4-Oxazinone Precursors.
J Org Chem
December 2024
Department of Chemistry, William & Mary, P.O. Box 8795, Williamsburg, Virginia 23187, United States.
This study describes a general method for the preparation of 1,4-oxazin-2-one intermediates from acetylene dicarboxylate and β-amino alcohol precursors. Oxazinones prepared in this manner were employed in a tandem cycloaddition/cycloreversion reaction sequence with a model alkyne (phenyl acetylene) to give substituted pyridine products. Fundamental reactivity and selectivity studies are complemented by the synthesis of the polycyclic ergot alkaloid natural product xylanigripone A.
View Article and Find Full Text PDFCyclic carbamates based on (R)-(+)-limonene oxide for ring-opening polymerization.
Sci Rep
October 2024
Department of Chemistry, Materials, and Chemical Engineering "G. Natta", Politecnico di Milano, via Mancinelli 7, 20131, Milan, Italy.
Article Synopsis
- A new method for creating polyurethanes without isocyanates is introduced, using β-amino alcohols synthesized from (R)-(+)-limonene oxide and primary amines in hot water.
- The research explores the selectivity of these reactions through computational studies, particularly focusing on the role of water and the nucleophile in determining reaction outcomes.
- Cyclic carbamates are formed from the β-amino alcohols, leading to an oligourethane via Anionic Ring-Opening Polymerization, with thorough characterization performed using H and C NMR spectroscopies.
Hydroxylamines: From Synthetic Intermediates to Synthetic Targets.
Acc Chem Res
October 2024
School of Chemistry, Chemical Engineering and Biotechnology, Nanyang Technological University, 21 Nanyang Link, 637371 Singapore.
ConspectusSynergy between the teaching and research activities of a University should be a source of new ideas, each informing the other. A classroom discussion gave rise to our concept of using hydroxylamines as a form of "tethered nitrogen" for alkaloid synthesis. The "tether" temporarily connects a nucleophilic nitrogen atom to the substrate, rendering an intermolecular reaction intramolecular, thus providing stereo- and regiochemical control for C-N bond formation.
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!