Electrochemical Oxidative Sulfenocyclization of Alkenoic Acids with Disulfides for the Synthesis of Lactones DOI
Kailin Zhang,

Jijin Wang,

Xuecheng Wang

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(12)

Published: Oct. 20, 2023

Abstract A direct electrochemical oxidative sulfenocyclization of alkenoic acids with disulfides for the synthesis substituted lactone derivatives has been developed under metal‐free and oxidant‐free conditions. The simple undivided cell platinum/platinum electrode setups offers broad substrate scope good functional group compatibility, affording a series thio‐substituted lactones in moderate to chemical yields. Furthermore, mechanism investigated by control experiments cyclic voltammetry.

Language: Английский

Electrochemical selenofunctionalization of unactivated alkenes: access to β-hydroxy-selenides DOI
Anil Balajirao Dapkekar, Gedu Satyanarayana

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(9), P. 1775 - 1781

Published: Jan. 1, 2024

This work demonstrates the electrochemical construction of 2-methyl-1-aryloxy-3-(arylselanyl)propan-2-ol/2-hydroxy-2-methyl-3-(arylselanyl)propyl 2-(2-hydroxy-2-methyl-3-(arylselanyl)propoxy)benzoate starting from aryl allyl ethers/allyl benzoates and diaryl diselenides under additive-free conditions. environmentally friendly method was achieved through constant current electrolysis in an undivided cell setup acid, oxidant, or catalyst-free Additionally, this technique enabled synthesis a variety β-hydroxy selenides including late-stage functionalization drug derivatives good to exceptional yields across various substrates mild reaction

Language: Английский

Citations

8
Electrochemical Synthesis of Organoselenium Compounds: A Graphical Review DOI Creative Commons
Zhixiong Ruan,

Balati Hasimujiang

SynOpen, Journal Year: 2023, Volume and Issue: 07(04), P. 511 - 520

Published: Oct. 1, 2023

Abstract Electrochemical synthesis, due to its environmentally benign, sustainable, and practical nature, has become an appealing powerful substitute for traditional methods oxidizing reducing organic compounds. Thus, numerous valuable changes have been established in the field of synthesis through utilization electrochemistry. Among these electrochemical transformations, formation C–Se bonds stands out as exceptionally noteworthy reaction type. In this graphical review, we present a succinct summary progress utilizing strategies synthesizing organoselenium

Language: Английский

Citations

12
Electrochemical direct C–H mono and bis-chalcogenation of indolizine frameworks under oxidant-free conditions DOI

Amreen Chouhan,

Kusum Ucheniya,

Lalit Yadav

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(37), P. 7643 - 7653

Published: Jan. 1, 2023

Herein, we disclosed a sustainable electrochemical approach for site-selective C-H mono and bis-chalcogenation (sulfenylation or selenylation) of indolizine frameworks. Diversely functionalized disulfides diselenides possessing EDGs EWGs were successfully reacted with variety indolizines to directly access sulfenylated/selenylated in 40-96% yields. A mechanistic radical pathway was also validated control experiments cyclic voltammogram data.

Language: Английский

Citations

7
Electrochemical Annulation of ortho‐Alkynylbiphenyls to Fused Sulfenyl Phenanthrenes and Spiro Cyclohexenone Indenes DOI
Anil Balajirao Dapkekar,

Jakkula Naveen,

Gedu Satyanarayana

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(1), P. 18 - 23

Published: Nov. 21, 2023

Abstract Here, we present an electrochemically induced synthesis of 9‐sulfenylarylphenanthrenes and 3’‐sulfenylarylspiro‐cyclohexa[4.5]trienones starting from o ‐alkynylbiphenyls diaryl disulfides. This method was accomplished through constant current electrolysis 10 mA in undivided cell setup by utilizing CH 3 CN as a solvent LiClO 4 electrolyte at room temperature. Notably, the strategy enabled formation sulfenylphenanthrenes sulfenyl spiro cyclohexa[4.5]trienones 70%–95% yield. Scale‐up synthesis, mechanistic studies, cyclic voltammetry have also been carried out.

Language: Английский

Citations

7
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
Electrochemical selective divergent C–H chalcogenocyanation of N-heterocyclic scaffolds DOI

Kusum Ucheniya,

Pooja Kumari Jat,

Amreen Chouhan

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(16), P. 3220 - 3224

Published: Jan. 1, 2024

An electrochemical direct selective C-H chalcogenocyanation approach for indolizine derivatives under mild conditions has been described. Cyclic enone-fused, chromone-fused and 2-substituted indolizines possessing EDGs (electron donating groups) EWGs withdrawing were successfully reacted with NH

Language: Английский

Citations

1
Pushing Boundaries: What’s Next in Metal-Free C–H Functionalization for Sulfenylation? DOI
Payal Rani, Sandhya Chahal,

Rajvir Singh

et al.

Topics in Current Chemistry, Journal Year: 2024, Volume and Issue: 382(2)

Published: April 12, 2024

Language: Английский

Citations

1
Electrochemical Oxidative Cross-Coupling Reactions of Ketene Dithioacetals and Dichalcogenides to Construct C−Se/C−S Bonds DOI Creative Commons
Jiaxu Wang, Xin Liu,

Chenglong Feng

et al.

Journal of The Electrochemical Society, Journal Year: 2024, Volume and Issue: 171(5), P. 055501 - 055501

Published: April 19, 2024

A green protocol for construction of C−Se bonds from ketene dithioacetals and diselenides through direct electrochemical oxidative cross-coupling has been developed. This reaction was carried out in an undivided cell system with NaBF 4 as the electrolyte CH 3 CN solvent galvanostatic electrolysis. series substituted were tolerant desired tetrasubstituted alkenyl selenides obtained moderate to excellent yields. In addition, C−S bond disulfides method presence KI also successfully realized. It exhibited high efficiency broad functional group tolerance.

Language: Английский

Citations

1
Electrochemically Driven Regioselective Construction of 4-Sulfenyl-isochromenones from o-Alkynylbenzoates and Diaryl Disulfides DOI
Anil Balajirao Dapkekar, Gedu Satyanarayana

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(35), P. 7111 - 7116

Published: Jan. 1, 2024

Herein, we have developed an electrochemical technique that enables the regioselective construction of 4-sulfenyl-1 H -isochromen-1-ones in undivided cell under external acid, catalyst, oxidant, or metal-free conditions.

Language: Английский

Citations

0
Electrochemical Oxidative Sulfenocyclization of Alkenoic Acids with Disulfides for the Synthesis of Lactones DOI
Kailin Zhang,

Jijin Wang,

Xuecheng Wang

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(12)

Published: Oct. 20, 2023

Abstract A direct electrochemical oxidative sulfenocyclization of alkenoic acids with disulfides for the synthesis substituted lactone derivatives has been developed under metal‐free and oxidant‐free conditions. The simple undivided cell platinum/platinum electrode setups offers broad substrate scope good functional group compatibility, affording a series thio‐substituted lactones in moderate to chemical yields. Furthermore, mechanism investigated by control experiments cyclic voltammetry.

Language: Английский

Citations

1