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

Regioselective Access to Substituted Benzothiophenes/furans through Electrochemical Selenium-Promoted Skeletal Rearrangement DOI
Debabrata Maiti, Atreyee Halder, Anushree Saha

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(4), P. 961 - 966

Published: Jan. 21, 2025

An electrochemical strategy for the regioselective construction of seleno-benzothiophenes/furans is reported through selenocyclization, followed by Wagner-Meerwein rearrangement. This electro-oxidative tandem process operates under metal-free and external chemical oxidant-free conditions. Advantageously, unprotected homopropargyl alcohols were found to be compatible reaction conditions, releasing water dihydrogen as biproduct. methodology reveals good functional group tolerance, allowing a broad spectrum substrate scopes up 87% isolated yield.

Language: Английский

Citations

0
Organoselenium Catalyzed Electrochemical Cascade Cyclization: An Access to Naphthofuran‐2‐carboxaldehyde DOI
Neha Dagar, Swati Singh, Sudipta Raha Roy

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(11), P. 2544 - 2550

Published: April 5, 2024

Abstract We have developed an approach for the construction of naphthofuran‐2‐carboxaldehyde derivatives utilizing synergy electrochemical oxidation and organo‐selenium catalysis at room temperature. The compatibility various functional groups scalability this protocol demonstrate practicality strategy. synthetic utility strategy is furthermore demonstrated by synthesizing diversified molecules through downstream transformations.

Language: Английский

Citations

3
Progress in Electrochemically Empowered C−O Bond Formation: Unveiling the Pathway of Efficient Green Synthesis DOI

Debosmit Ghosh,

Aroop Kumar Samal,

Anita Parida

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(11)

Published: April 8, 2024

Abstract (C−X) bonds (X=C, N, O) are the main backbone for making different skeleton in organic synthetic transformations. Among all sustainable techniques, electro‐organic synthesis C−X bond formation is advanced tool as it offers a greener and more cost‐effective approach to chemical reactions by utilizing electrons reagents. In this review, we want explore recent advancements electrochemical C−O formation. The electrochemically driven represents an emerging exciting area of research. context, techniques numerous advantages, including higher yields, cost‐efficient production, simplified work‐up procedures. This method enables continuous consistent molecules, significantly enhancing overall reaction yields. Furthermore, both intramolecular intermolecular forming provided valuable products O‐containing acyclic/cyclic analogue. Hence, carbonyl (C=O), ether ‐O‐), ester (‐COOR) functionalization cyclic/acyclic analogues have been prepared continuously via innovative pathway. discuss one‐decade pathways various contains functional group chronological manner. review focused on aspects mechanistic path has also mentioned critical finding regarding pathways.

Language: Английский

Citations

3
Batch and Continuous-Flow Electrochemical Geminal Difluorination of Indeno[1,2-c]furans DOI

Guo-Cai Yuan,

Fang‐Ling Gao,

Kang-Wei Liu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(28), P. 6059 - 6064

Published: July 5, 2024

An electrochemical gem-difluorination of indeno[1,2-c]furans using commercially available and easy-to-use triethylamine trihydrofluoride as both the electrolyte fluorinating agent was developed. Remarkably, different reaction pathways indeno[1,2-c]furans, i.e., paired electrolysis net oxidation, are operative in a batch reactor continuous-flow microreactor to afford corresponding gem-difluorinated indanones indenones, respectively.

Language: Английский

Citations

2
Electrochemically Driven Metal-Free Synthesis of Benzylic Thioethers via C-S Cross-Coupling DOI

Ming-Qiu-Hao Fu,

Yan‐Hong He, Zhi Guan

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6790 - 6796

Published: Jan. 1, 2024

An electrochemically driven C–S radical–radical cross-coupling reaction between benzyl halides and disulfides for the synthesis of benzylic thioethers has been developed under environmentally friendly mild conditions.

Language: Английский

Citations

1
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