Electrochemically Driven Regioselective Organoselenation for Selective Synthesis of Β-Hydroxy Substituted Selenylated Ketones DOI

Musarrat Fatma,

Faiz Ahmed Khan

Published: Jan. 1, 2023

A simple yet efficient approach towards the synthesis of β-hydroxy selenylated ketones was developed from easily accessible chalcones and diphenyl diselenide through an electrochemical pathway. In this technique, water are source PhSe. hydroxyl (-OH) groups that can be inserted at α β positions respectively producing in moderate to good yields. The reaction features difunctionalization ketones, catalyst free, mild conditions, stereo regioselectivity undivided cell room temperature. For transformation, a plausible radical mechanism has been put out.

Language: Английский

Photoinduced, trans‐Diastreoselective Oxyselenenylation of Allylic Alcohols to Form Selenylated Cyclic Boronic Esters DOI
Pei Qu,

You‐Qin Jiang,

Hongmei Wu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(14), P. 3160 - 3165

Published: May 25, 2024

Abstract A visible‐light‐induced method was developed to synthesize selenylated cyclic boronic esters through intermolecular oxyselenenylation. This can be performed under additive‐free and photocatalyst‐free conditions generates potentially pharmaceutically useful heterocycles. plausible reaction mechanism proposed based on several control experiments previous reports.

Language: Английский

Citations

2

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

Blue LED light‐promoted CuCl2‐catalyzed three component reaction of styrenes, indoles, and diselenides DOI

Xianjie Yin,

Helin Wang, Lei Shen

et al.

Applied Organometallic Chemistry, Journal Year: 2023, Volume and Issue: 37(10)

Published: Aug. 19, 2023

A three‐component reaction of olefins, indoles, and diaryl diselenides catalyzed by copper chloride under irradiation blue LED light is disclosed. Various including diheteroaryl are suitable for this bifunctionalization olefins. This protocol provides 26 examples β‐(hetero)arylselenyl indoles in 60%–87% yields. The proposed mechanism involves activation coordination with chloride, generation arylselenium cations heterolysis activated diselenides, electrophilic addition to styrenes, then Friedel–Crafts‐type alkylation at the 3‐position NH‐indoles.

Language: Английский

Citations

3

Synthesis of Selenooxazoles through Electrochemical Oxidative Selenocyclization of N‐Propargylamides DOI
Hua‐Xin Zhang,

Yongge Xiong,

Xian‐Rong Song

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(3), P. 408 - 413

Published: Dec. 15, 2023

Abstract An electrocatalytic approach for the bromide‐mediated selenocyclization of N ‐propargylamides with diselenides is described, providing a synthetic route synthesis various seleno‐oxazoles in 41–73% yields. The success gram‐scale experiments demonstrate potential value this protocol chemistry. Mechanistic investigations suggest that proceed through two possible pathways, including selenium cation and radical processes.

Language: Английский

Citations

3

Advances in Difunctionalization of Olefins with Diorganyl Dichalcogenides DOI
Helin Wang,

Alex Adonis Nking’wa,

Fawad Islam

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 19(1)

Published: Nov. 11, 2023

Organochalcogen molecules have extensive applications in various fields. They serve as pharmaceuticals, ligands, organocatalysts, agrochemicals, and other functional materials. Difunctionalization of olefins, which belong to a class multicomponent reactions, is successful technique for introducing two moieties single-step reaction, both terms atom economy step economy. The difunctionalization olefins with diorganyl dichalcogenides may effectively increase the molecular complexity, has achieved significant advancements recent decades. This article describes diselenides disulfides.

Language: Английский

Citations

2

Nickel(II)‐Catalyzed Reductive Coupling of Xanthate Esters with Sulfur‐Containing and Selenium‐Containing Compounds: Synthesis of Unsymmetric Sulfides and Selenides DOI
Jiahui Han,

Daopeng Sheng,

Yi‐Rong Chen

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: June 3, 2024

Comprehensive Summary Unsymmetric sulfides and selenides have great applications in the pharmaceutical field. Herein, we describe reductive coupling reaction of xanthate esters with sulfur‐containing selenium‐containing compounds (thio(seleno)sulfonates disulfides(selenides)) under nickel‐catalyzed condition. It provides a mild effective method for synthesis unsymmetric which has advantages conditions, high yields wide range substrates.

Language: Английский

Citations

0

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

Citations

0

Zn(OTf)2-catalyzed intra- and intermolecular selenofunctionalization of alkenes under mild conditions DOI Creative Commons

Cong Qi,

Zhaogong Lu,

Yuyang Gu

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(32), P. 23147 - 23151

Published: Jan. 1, 2024

Zn(OTf)2-catalyzed intra- and intermolecular selenofunctionalization of alkenes was achieved with electrophilic N-phenylselenophthalimide. This method provides straightforward efficient access to various seleno-substituted heterocycles vicinal Se heteroatom-disubstituted molecules under mild conditions. reaction is compatible substrates/functional groups, preliminary studies on the mechanistic were also conducted.

Language: Английский

Citations

0

Electrochemical Selenocyclization of N-Alkyl anilines: Access to 3-Selenyl quinolines DOI

Longqiang Zhao,

Huimin Li,

Mengyu Peng

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: unknown, P. 134257 - 134257

Published: Sept. 1, 2024

Language: Английский

Citations

0

Electrophilic aromatic substitution of electron-rich arenes with N-fluorobenzenesulfonimide (NFSI) as an electrophile DOI Creative Commons

Lina Bai,

Dewei Tu,

Ping Deng

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(47), P. 34811 - 34815

Published: Jan. 1, 2024

The σ-complex is formed first, followed by the production of two adduct isomers, and ultimately yielding desired product through an elimination reaction.

Language: Английский

Citations

0