Synthesis of new derivatives of Alkylselanyl[1,2,4]triazolo[4,3‐a]pyrimidine asselenium‐containingheterocyclic system DOI

Zinat Darapour,

Ali Shiri

Journal of Heterocyclic Chemistry, Journal Year: 2023, Volume and Issue: 60(6), P. 1047 - 1057

Published: March 26, 2023

Abstract We report a facile method to synthesize novel alkyl selanyl[1,2,4]triazolo[4,3‐ ]pyrimidine heterocyclic scaffolds. A diverse library of selenide derivatives has been prepared via the treatment 5‐bromo‐2,4‐dichloro‐6‐methylpyrimidine with potassium selenocyanate as source selenium. The anion nucleophile is applied produce 5‐bromo‐2‐chloro‐4‐methyl‐6‐selenocyanatopyrimidine ( 2 ). interaction compound ) various halides afforded selanyl pyrimidine 3a – e Then, hydrazine hydrate gave corresponding 4a which react orthoesters prepare relative 5a o in good excellent yields. chemical structures whole products have evaluated by spectroscopic analyses.

Language: Английский

Engineering Selenium Vacancies on CoSe2 Nanoarrays for Alkaline Hydrogen Evolution DOI
Xiaowei Pan,

Wen-Jun He,

Da Cao

et al.

ACS Applied Nano Materials, Journal Year: 2023, Volume and Issue: 6(3), P. 1724 - 1731

Published: Jan. 20, 2023

The development of highly efficient nonnoble metals toward hydrogen evolution reaction (HER) electrocatalysts is significant for producing via water electrolysis. Selenides are becoming increasingly attractive owing to their excellent HER activity. Herein, CoSe2 nanorods were successfully manufactured on a carbon cloth (CC) and selenium vacancies obtained using plasma cleaner (CoSe2-VSe/CC) enhance intrinsic catalytic synthetic catalyst exhibited lower overpotential 88 mV at 10 mA cm–2 in 1 M KOH high durability over 100 h cm–2, which can be ascribed the increased electrochemical surface area rapid electron transfer. In addition, density functional theory (DFT) calculations showed that introducing Se optimized adsorption energy site reduced transition-state barrier dissociation. This study laid firm foundation preparing high-performance stable anion defect engineering.

Language: Английский

Citations

17

Electrochemical regioselective C–H selenylation of 2H-indazole derivatives DOI

Shengsheng Lin,

Xiaomei Cheng,

Balati Hasimujiang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2021, Volume and Issue: 20(1), P. 117 - 121

Published: Nov. 27, 2021

Selenium-substituted heteroarenes are biologically active compounds and useful building blocks. In this study, we have developed a metal- oxidant-free, environmentally friendly protocol for the regioselective selenylation of 2H-indazole derivatives by an electrochemical strategy. A number selenylated 2H-indazoles with wide range functional groups been synthesized in moderate to good yields under mild environment-friendly reaction conditions.

Language: Английский

Citations

36

Recent advances in selective mono-/dichalcogenation and exclusive dichalcogenation of C(sp2)–H and C(sp3)–H bonds DOI
Chang‐Sheng Wang, Yuan Xu, Shaopeng Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 22(4), P. 645 - 681

Published: Dec. 23, 2023

Organochalcogen compounds are prevalent in numerous natural products, pharmaceuticals, agrochemicals, polymers, biological molecules and synthetic intermediates. Direct chalcogenation of C-H bonds has evolved as a step- atom-economical method for the synthesis chalcogen-bearing compounds. Nevertheless, direct severely lags behind C-C, C-N C-O bond formations. Moreover, compared with monochalcogenation, reports selective mono-/dichalcogenation exclusive dichalcogenation relatively scarce. The past decade witnessed significant advancements various C(sp

Language: Английский

Citations

10

Recent advances in the synthesis and reactions of tellurium heterocycles DOI

Kokila Sakthivel,

R. Gana,

Fateh V. Singh

et al.

Advances in heterocyclic chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Language: Английский

Citations

0

Selenium Modification of Natural Products and Its Research Progress DOI Creative Commons
Kaixuan Cheng, Yang Sun, Bowen Liu

et al.

Foods, Journal Year: 2023, Volume and Issue: 12(20), P. 3773 - 3773

Published: Oct. 13, 2023

The selenization of natural products refers to the chemical modification method artificially introducing selenium atoms into interact with functional groups in target molecule form selenides. Nowadays, even though scientists fields involving organic compounds have achieved numerous results due their continuous investment, few comprehensive and systematic summaries relating research can be found. present paper summarizes methods several kinds important products, such as polysaccharides, proteins/polypeptides, polyphenols, lipids, cyclic compounds, well basic principles or mechanisms selenizing methods. On this basis, explored future development trend field selenized it is hoped provide some suggestions for directional application active ingredients.

Language: Английский

Citations

9

Catalyst- and metal-free C(sp2)–H bond selenylation of (N-hetero)-arenes using diselenides and trichloroisocyanuric acid at room temperature DOI Creative Commons
José S. S. Neto, Isis Juliane Arantes Granja, Marcos R. Scheide

et al.

Scientific Reports, Journal Year: 2023, Volume and Issue: 13(1)

Published: Aug. 31, 2023

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

Language: Английский

Citations

8

Oxone® Mediated Regioselective C(sp2)−H Selenylation and Thiocyanation of Pyrazolo[1,5‐a]pyrimidines at Room Temperature DOI

Abhinay S. Chillal,

Rajesh T. Bhawale,

Umesh A. Kshirsagar

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(1)

Published: Jan. 2, 2024

Abstract A mild Oxone® mediated reaction for direct regioselective C−H selenylation and thiocyanation of pyrazolo[1,5‐ a ]pyrimidines is established at ambient temperature. This practical efficient methodology employs as user friendly, green, non‐toxic cheap reagent to facilitate room The present method offers high regioselectivity, broad substrate scope, conditions excellent yields. Further, this eco‐friendly approach could easily be extended other heterocycles. Mechanistic studies indicate that the occurs through electrophilic substitution mechanism via generation an chalcogen species.

Language: Английский

Citations

3

Metal-free C–Se cross-coupling enabled by photoinduced inter-molecular charge transfer DOI Creative Commons
Chen Zhu, Serik Zhumagazy, Huifeng Yue

et al.

Chemical Communications, Journal Year: 2021, Volume and Issue: 58(1), P. 96 - 99

Published: Nov. 29, 2021

Metal-free C-Se cross-couplings via the formation of electron-donor-acceptor (EDA) complexes have been developed. The visible-light induced reactions can be applied for synthesis a series unsymmetrical diaryl selenides employing aryl bromides, iodides as well chlorides under mild reaction conditions. scale-up was readily achieved. UV-Vis spectroscopy measurements provide insight into mechanism.

Language: Английский

Citations

20

Synthesis of 1,3-diselenyl-dihydroisobenzofurans via electrochemical radical selenylation with substituted o-divinylbenzenes and diselenides DOI
Ying Wang, Ning Xu, Weiwei Li

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(14), P. 2813 - 2817

Published: Jan. 1, 2022

An efficient electrochemical method for the direct synthesis of complicated 1,3-diselenyl-dihydroisobenzofurans was developed under external oxidant free conditions at room temperature from substituted o-divinylbenzenes and diselenides. A radical mechanism is proposed this novel practical transformation.

Language: Английский

Citations

14

Electrochemical selenylative ipso-Annulation of N-benzylacrylamides to seleno-azaspiro[4.5]decadienones DOI
Chada Raji Reddy,

Jannatul Islam,

Thallamapuram Nagendraprasad

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(30), P. 6141 - 6148

Published: Jan. 1, 2024

Construction of seleno azaspiro[4.5]decadienones using an electrochemical approach is achieved via domino selenylation/ ipso -annulation.

Language: Английский

Citations

2