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

Electrochemically Chalcogenative Annulation Enabled Construction of Functionalized Saturated N-Heterocycles† DOI
Jian Wang, Xinxin Zhao, Yijia Wang

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(74), P. 10156 - 10159

Published: Jan. 1, 2024

An efficient chalcogenative annulation strategy for constructing functionalized saturated N-heterocycles from unactivated alkenes with dichalcogenides under electrochemical conditions has been presented. This protocol is applicable to mono-, di- or tri-substituted alkenes, providing a straightforward pathway aziridines, azetidines, pyrrolidines, and piperidines high regioselectivity. Moreover, the qualified realize oxychalcogenation of as well.

Language: Английский

Citations

2

Room Temperature, Metal-Free, Regioselective Arylselenation of Anilines Using Diselenides as Selenium Source DOI
Rekha Bai,

Kamlesh Kumar Dabaria,

Satpal Singh Badsara

et al.

Synthesis, Journal Year: 2022, Volume and Issue: 54(10), P. 2487 - 2493

Published: Jan. 4, 2022

Abstract A metal-free direct C–H selenation of aniline derivatives via an iodine-catalyzed C–Se bond formation using diselenides as a selenium source at ambient temperature is described. variety underwent regioselective with different to afford the corresponding aryl selenoethers in good excellent yields.

Language: Английский

Citations

10

Nickel-Сatalyzed Carbon–Selenium Bond Formations under Mild Conditions DOI
Serik Zhumagazy, Chen Zhu, Huifeng Yue

et al.

Synlett, Journal Year: 2023, Volume and Issue: 34(12), P. 1381 - 1384

Published: March 31, 2023

Abstract A nickel-catalyzed C–Se cross-coupling between aryl iodides and selenols is described. The newly developed catalytic methodology offers facile access to various unsymmetrical selenium-containing motifs. reaction features excellent functional group tolerance, wide substrate scope, good efficiency, operates under mild conditions. Notably, this protocol could be readily scaled up gram scale without the loss of yield.

Language: Английский

Citations

6

Electrochemical Synthesis of β‐Fluoroselenides DOI

Shao‐Fen Wu,

Yi Yu, Yaofeng Yuan

et al.

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(41)

Published: Oct. 5, 2022

Abstract An environmentally friendly and efficient electrochemical fluoroselenation reaction of olefins has been developed. With the use commercially available diaryl diselenides, triethylamine trihydrofluoride, olefins, a diverse array β‐fluoroselenides could be readily obtained. The conditions are mild, tolerating wide range substrates in excellent yields selectivity, can easily extended to gram‐scale preparation vicinal fluoroselenides, too.

Language: Английский

Citations

9

Photocatalyst-Free Visible-Light-Promoted C–H Selenylation of Pyrazolo[1,5-a]pyrimidines DOI
Avik Kumar Bagdi, Papiya Sikdar,

Tathagata Choudhuri

et al.

Synthesis, Journal Year: 2023, Volume and Issue: 55(21), P. 3693 - 3699

Published: July 6, 2023

Abstract A new method has been developed for the C–H selenyl­ation of pyrazolo[1,5-a]pyrimidine derivatives under irradiation visible light. This photocatalyst-free strategy is applicable to a wide range pyrazolo[1,5-a]pyrimidines with broad functionalities. The salient features are mild reaction conditions, use bench-stable oxidant, high regioselectivity, and scalability.

Language: Английский

Citations

5

Synthesis of organoselenium compounds using electrochemical and photochemical methods as novel approaches in organic chemistry DOI
Adrián A. Heredia, Lydia M. Bouchet, Willber D. Castro‐Godoy

et al.

Tetrahedron, Journal Year: 2023, Volume and Issue: 148, P. 133667 - 133667

Published: Sept. 26, 2023

Language: Английский

Citations

5

Visible light-promoted synthesis of 2-aryl-(3-organoselanyl)thieno[2,3-b]pyridines DOI Creative Commons
Ricardo H. Bartz, Thiago J. Peglow, Filipe Penteado

et al.

Green Chemistry Letters and Reviews, Journal Year: 2022, Volume and Issue: 15(2), P. 373 - 382

Published: April 3, 2022

We describe a simple and environment-friendly visible light-promoted protocol to access 2-aryl-(3-organoselanyl)thieno[2,3-b]pyridines, through the selenocyclization of 3-(arylethynyl)-2-(alkylthio)pyridines in presence diorganyl diselenides as selenium source. The Se-based reactive species were generated situ by homolytic Se-Se bond cleavage using blue LED an O2 atmosphere at room temperature. was suitable for wide range substrates bearing different substituents, allowing synthesis twenty-one thieno[2,3-b]pyridines good excellent yields (57–99%).

Language: Английский

Citations

8

Copper-Based Nanomaterials in Coupling Reactions DOI
Vikash Kumar, Parthasarathy Gandeepan

ACS symposium series, Journal Year: 2024, Volume and Issue: unknown, P. 35 - 79

Published: May 14, 2024

This chapter reviews the historical development and recent advancements in copper-catalyzed coupling reactions, focusing on emerging field of nanostructured copper catalysts. We explore superior catalytic efficiency these nanostructures compared to traditional catalysts, attributing their enhanced performance size, shape, large surface area. Successful C–C, C–heteroatom bond-forming reactions is highlighted, accompanied by notable recyclability nanoparticles (CuNPs) without loss efficacy. While specific like Ullmann Sonogashira types have been extensively studied, gaps understanding persist, pointing untapped potential various reactions. The anticipates future developments highly efficient sustainable emphasizing ongoing interest green chemistry. Continued research into mechanisms encouraged unlock full copper-based nanomaterials

Language: Английский

Citations

1

Construction of Fe 3 O 4 @Dop-Triazine-CuCl 2 as a novel and green nanocatalyst for C–Se coupling reaction of heterocyclic compounds DOI

Yuxuan Lou,

Jinwang Feng

Journal of Sulfur Chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 30

Published: Sept. 23, 2024

Language: Английский

Citations

1

Transition-Metal Free Approaches to Access N-Heterocycles and Valuable Intermediates from Aryldiazonium Salts DOI
Mani Ramanathan, Ziad Moussa

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Development of novel and efficient synthetic methods to achieve valuable N-heterocycles from aryldiazonium salts has been an important research area in organic chemistry for several decades.

Language: Английский

Citations

1