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1.
Sci Rep ; 13(1): 14251, 2023 Aug 31.
Artículo en Inglés | MEDLINE | ID: mdl-37652946

RESUMEN

In this paper, we report an eco-friendly approach for the C(sp2)-H bond selenylation of imidazopyridines and other N-heteroarenes as well as simple arenes at ambient temperature. This new protocol consists of the reaction between (N-hetero)-arenes and the diorganyl-diselenides and trichloroisocyanuric acid (TCCA)-ethanol reagent system. In a short reaction time, the desired selenylated products were obtained regioselectively in good yields, with tolerance for a wide range of functional groups.

2.
Front Chem ; 10: 880099, 2022.
Artículo en Inglés | MEDLINE | ID: mdl-35655705

RESUMEN

We report an electrochemical oxidative intramolecular cyclization reaction between 2-alkynylphenol derivatives and different diselenides species to generate a wide variety of substituted-benzo[b]furans. Driven by the galvanostatic electrolysis assembled in an undivided cell, it provided efficient transformation into oxidant-, base-, and metal-free conditions in an open system at room temperature. With satisfactory functional group compatibility, the products were obtained in good to excellent yields.

3.
Sci Rep ; 10(1): 15233, 2020 09 17.
Artículo en Inglés | MEDLINE | ID: mdl-32943698

RESUMEN

Herein, we report the preparation of CuO@ borophosphate nanoparticles (CuOnano@glass) and their wide catalytic applications. The glass annealing, under a controlled atmosphere, enables the growth of copper nanoparticles on the glass surface (not within) by an uncommon bottom-up process. Following the thermal annealing of metallic nanoparticles under air atmosphere, supported copper oxide nanoparticles CuONPs on the glass surface can be obtained. The approach enables the glass matrix to be explored as a precursor and a route for the synthesis of supported copper-based nanoparticles in a solvent-free process without immobilization steps or stabilizing agents. In order to demonstrate the wide synthetic utility of this CuONPs glass-based catalyst, one-pot three-component domino reactions were performed under an air atmosphere, affording the desired selenylated oxadiazoles in good to excellent yields. We also extended the application of these new materials as a glass-based catalyst in the phenol hydroxylation and the reduction of 4-nitrophenol.

4.
Org Biomol Chem ; 18(26): 4916-4921, 2020 07 08.
Artículo en Inglés | MEDLINE | ID: mdl-32353091

RESUMEN

Herein, we report an eco-friendly, electrosynthetic approach for the intramolecular oxyselenylation of allyl-naphthol/phenol derivatives. This reaction proceeds with 0.2 equiv. of nBu4NClO4 as an electrolyte and Pt working electrodes in an undivided cell, resulting in the selenyl-dihydrofurans in good to excellent yields. Furthermore, several of the synthesized products presented a high percentage of acetylcholinesterase (AChE) inhibition, highlighting their potential anti-Alzheimer activity.


Asunto(s)
Inhibidores de la Colinesterasa/farmacología , Técnicas Electroquímicas , Furanos/farmacología , Naftoles/farmacología , Compuestos de Organoselenio/farmacología , Fenoles/farmacología , Acetilcolinesterasa/metabolismo , Inhibidores de la Colinesterasa/síntesis química , Inhibidores de la Colinesterasa/química , Relación Dosis-Respuesta a Droga , Electrodos , Furanos/síntesis química , Furanos/química , Humanos , Estructura Molecular , Naftoles/química , Compuestos de Organoselenio/síntesis química , Compuestos de Organoselenio/química , Fenoles/química
5.
Chemistry ; 26(20): 4461-4466, 2020 Apr 06.
Artículo en Inglés | MEDLINE | ID: mdl-31816129

RESUMEN

Herein, a greener approach to the eosin Y-Na2 catalyzed, C(sp2 )-H bond azo coupling of imidazoheteroarene with aryl diazonium salts is described, under acid free conditions. This direct photoredox process resulted in the corresponding azo products in good to excellent yields. Besides, this new approach could also be applicable to anilines, which is a poorly reactive substrate by other methods. The main features of this reaction are that it provides high yields and is gram-scalable and applicable to biologically relevant imidazoheteroarenes and -anilines.

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