Recent Progress in Synthetic and Biological Application of Diorganyl Diselenides DOI
Roberto do Carmo Pinheiro, Luiza Souza Marques, Juliano Ten Kathen Jung

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: 24(7)

Published: July 1, 2024

Abstract Diorganyl diselenides have emerged as privileged structures because they are easy to prepare, distinct reactivity, and broad biological activity. They also been used in the synthesis of natural products an electrophile organoselenylation aromatic systems peptides, reductions alkenes, nucleophilic substitution. This review summarizes advancements methods for transformations promoted by diorganyl main functions organic chemistry. Parallel, it will describe findings on pharmacology toxicology diselenides, emphasizing anti‐inflammatory, hypoglycemic, chemotherapeutic, antimicrobial activities. Therefore, examination detailing reactivity characteristics provides valuable insights academic researchers industrial professionals.

Language: Английский

Recent progress in the electrochemical selenofunctionalization of alkenes and alkynes DOI
Pei Qu,

You‐Qin Jiang,

Yong‐Hao Wang

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(19), P. 7485 - 7507

Published: Jan. 1, 2023

The recent advances on the electrochemical selenofunctionalization of unsaturated C–C bonds were comprehensively summarized in this review.

Language: Английский

Citations

32

Electrochemical difunctionalization of alkenes and alkynes for the synthesis of organochalcogens involving C–S/Se bond formation DOI
Jianchao Liu, Jie‐Ping Wan, Yunyun Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 11(2), P. 597 - 630

Published: Nov. 23, 2023

This review highlights the recent progress in electrochemical difunctionalization of alkenes and alkynes involving C–S/Se bond formation to access organochalcogen frameworks.

Language: Английский

Citations

30

Electrochemical radical annulation of 2-alkynyl biaryls with diselenides under catalyst- and chemical oxidant-free conditions DOI

Jun Jiang,

Keli Wang, Xiao Li

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(12), P. 108699 - 108699

Published: June 17, 2023

Language: Английский

Citations

27

Selectfluor-Mediated Electrophilic Annulation of 2-Alkynyl Biaryls with Diorganyl Diselenides DOI

Qing-Xia Luo,

Hong‐Tao Ji,

Yuhan Lu

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(24), P. 16790 - 16796

Published: Nov. 28, 2023

A general and efficient method for the synthesis of various selanyl phenanthrenes/polycyclic heteroaromatics through electrophilic annulation 2-alkynyl biaryls with diorganyl diselenides under metal-free mild conditions was established. The sulfanyl phenanthrene also obtained in moderate yields.

Language: Английский

Citations

22

Versatile electrooxidative amino- and oxyselenation of alkenes DOI
R. Wang,

Nana Zhang,

Yonghong Zhang

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(10), P. 3925 - 3930

Published: Jan. 1, 2023

We herein describe a methodology for the production of organoselenium compounds by electrocatalytic difunctionalisation alkenes.

Language: Английский

Citations

20

Electrophotocatalysis Versus Indirect Electrolysis: Electrochemical Selenocyclization of 3‐Aza‐1,5‐dienes Facilitated by Energy Transfer, Direct Photolysis or N‐Hydroxyphthalimide DOI

Dongyin Wang,

Li Zeng, Jifu Shi

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(36)

Published: April 23, 2024

Three hybrid electrochemical protocols, which involve the energy transfer, direct photolysis and N-hydroxyphthalimide catalyst, respectively, are presented for selenylation/cyclization of fragile substrates 3-aza-1,5-dienes with diorganyl diselenides to afford 3-selenomethyl-4-pyrrolin-2-ones. The two electrophotocatalytic reactions indirect electrolysis one both regioselective external-oxidant- transition-metal-free, associated a broad substrate scope high Se-economy, all three methods amenable gram-scale syntheses, late-stage functionalizations, sunlight-induced experiments all-solar-driven syntheses.

Language: Английский

Citations

6

Electrochemical cascade reactions: an account of recent developments for this modern strategic tool in the arsenal of chemical synthesis DOI
Manoj Kumar Yadav, Sushobhan Chowdhury

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(24), P. 10144 - 10181

Published: Jan. 1, 2023

The electrochemical cascade process majorly satisfies the essential criteria of green synthesis. Being an Integrated synthetic strategy it can produce more molecules in a shorter time and thus provides modern strategic tool arsenal chemists.

Language: Английский

Citations

11

Intramolecular Acyl-Migration for Acyloxyselenenylation of Alkenes Promoted by Oxone DOI

Wen Xia,

Pei Tian,

Xiaohui Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 8, 2025

A novel green methodology for the Oxone-mediated oxidative addition of alkenes via intramolecular acyl migration has been developed. This transformation utilizes N-acyl-N-sulfonyl allylamines and diselenides as starting materials, with Oxone serving oxidant water a partial oxygen source. The protocol enables synthesis series β-acyloxy-γ-selenyl sulfonamides high to excellent yields demonstrates broad substrate scope. Notably, yield was maintained in gram-scale experiments, highlighting scalability this method. Through comprehensive control we have elucidated reaction mechanism, which involves rapid radical generation, predominant cationic pathway, migration. study presents an efficient environmentally benign approach valuable sulfonamides.

Language: Английский

Citations

0

Electrochemical Stereoselective Synthesis of (Z)‐Allyl Aryl Selenides and Sulfides from Baylis‐Hillman Acetates DOI
Li Sun,

Mengcan Xia,

Guorui Yu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(5), P. 1152 - 1157

Published: Jan. 9, 2024

Abstract This research presents a method for the oxidative selenylation and thiolylation of Morita‐Baylis‐Hillman adducts through constant‐current electrolysis in an undivided cell at room temperature. The reaction enables direct production trisubstituted ( Z )‐allyl aryl selenides sulfides with yields 27–98%. A wide variety different functionalities are well tolerated under these conditions. strategy could be carried out on gram scale several synthetic transformations were accomplished construction other allyl selenide derivatives. Control experiments mechanistic studies indicate radical or ionic addition pathway this electrochemical transformation.

Language: Английский

Citations

3

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H2O DOI
Weiwei Li, Yingyuan Hu,

Junsheng Hou

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(5)

Published: Feb. 2, 2024

Abstract A practical electrochemical method for the synthesis of β‐hydroxyselenides has been developed under an external oxidant‐free condition at room temperature air from alkenes with diselenides and H 2 O. radical mechanism is proposed this transformation gram‐scale reactions demonstrate practicability reaction.

Language: Английский

Citations

3