AI Article Synopsis

  • A one-pot synthesis method for functionalized tetrahydropyridines combines β-keto ester, aromatic aldehydes, and amines using cerium ammonium nitrate (CAN) as a catalyst.
  • This approach is atom-economic, meaning it efficiently uses reactants with minimal waste.
  • The resulting piperidine derivatives demonstrate potential pharmacological interest and are produced in moderate to good yields at room temperature.

Article Abstract

A highly atom-economic one-pot synthesis of functionalized tetrahydropyridines by a multicomponent condensation reaction of β-keto ester, two equivalents of aromatic aldehyde, and two equivalents of amine in the presence of a catalytic amount of cerium ammonium nitrate (CAN) is reported. In this way, a series of pharmacologically interesting substituted piperidine derivatives were obtained in moderate to good yields at room temperature.

Download full-text PDF

Source
http://dx.doi.org/10.1021/co100055xDOI Listing

Publication Analysis

Top Keywords

cerium ammonium
8
synthesis functionalized
8
functionalized tetrahydropyridines
8
ammonium nitrate-catalyzed
4
nitrate-catalyzed multicomponent
4
multicomponent reaction
4
reaction efficient
4
efficient synthesis
4
tetrahydropyridines highly
4
highly atom-economic
4

Similar Publications

Preparation and Evaluation of a Novel Branched Polymer as Thickener for Calcium Chloride-Based Drilling and Completion Fluids.

Molecules

November 2024

National Engineering Research Center for Colloidal Materials, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China.

Calcium halide-based fluids are often used in drilling and completion operations due to their high density, clay inhibition and low solid content. However, there is a lack of thickeners to promote gel strength, which improves the fluid's capacity to carry and suspend cuttings. To solve this problem, the branched polymer (hereafter abbreviated as PAD-B) was prepared by the copolymerization of N,N-dimethylacrylamide (DMAM) and 2-acrylamide-2-methylpropane sulfonic acid (AMPS), using polyethylenimine as a branching agent and cerium ammonium nitrate as the initiator.

View Article and Find Full Text PDF

Synthesis of Ngai Reagent and Longer Carbon Chain Variants for Perfluoroalkoxylations.

Org Lett

December 2024

Department of Nanopharmaceutical Sciences, and Department of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.

Article Synopsis
  • A new and simple method has been developed for making Ngai trifluoromethoxy and longer carbon chain variants, increasing options for perfluoroalkoxylation reactions.
  • The process uses inexpensive sodium perfluoroalkane sulfinates and hydroxylamines to enable efficient cross-coupling reactions with cerium(IV) ammonium nitrate (CAN), eliminating the need for expensive transition-metal catalysts.
  • This methodology works well for creating both Ngai-type radical and Qing-type nucleophilic perfluoroalkoxylation reagents.
View Article and Find Full Text PDF

Borax Cross-Linked Acrylamide-Grafted Starch Self-Healing Hydrogels.

Biomacromolecules

December 2024

Macromolecular Chemistry and New Polymeric Materials, Zernike Institute for Advanced Materials, University of Groningen, Nijenborgh 3, 9747AG Groningen, The Netherlands.

The biocompatibility and renewability of starch-based hydrogels have made them popular for applications across various sectors. Their tendency to incur damage after repeated use limits their effectiveness in practical applications. Improving the mechanical properties and self-healing of hydrogels simultaneously remains a challenge.

View Article and Find Full Text PDF

Ceric Ammonium Nitrate Oxidation of a Mn Complex Generates a Bis(μ-oxo)dimanganese(IV,IV) Product via a Mn-Oxo Intermediate.

Inorg Chem

November 2024

Department of Chemistry and Center for Environmentally Beneficial Catalysis, The University of Kansas, 1567 Irving Hill Road, Lawrence, Kansas 66045, United States.

The oxidation of manganese complexes using ceric ammonium nitrate (CAN) is often complicated by the fact that cerium(IV) can serve as both an oxidant and a Lewis acid. In this work, we explore the reaction of CAN with the Mn complex [Mn(OTf)(N4py)](OTf) (N4py = ,-bis(4-methoxy-3,5-dimethyl-2-pyridylmethyl)--bis(2-pyridyl)methylamine). We chose this complex as multiple oxidation products, including oxomanganese(IV) and bis(μ-oxo)dimanganese(III,IV) complexes, have previously been reported.

View Article and Find Full Text PDF
Article Synopsis
  • Traditional trypsin digestion used for cell harvesting minimizes cell activity and often requires multiple digestions.
  • This study developed thermosensitive hollow fiber membranes (HFMs) grafted with PNIPAAm to allow dynamic culture and non-destructive cell harvesting, confirmed by various analyses.
  • Cells grown on these thermosensitive HFMs showed improved proliferation and cell separation efficiency, suggesting their potential for large-scale applications in biomedical fields.
View Article and Find Full Text PDF

Want 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!