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

Disulfides as versatile starting reagents: effective sulfonylation of alkenes with disulfides under electrochemical conditions DOI
Olga M. Mulina, Mikhail M. Doronin, Liang‐Nian He

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(14), P. 3559 - 3566

Published: Jan. 1, 2023

The unexpectedly effective use of disulfides as S-partners in electrochemical C–S coupling is demonstrated.

Language: Английский

Citations

10
Visible-light-mediated selenocyclization of o-vinylanilides with diselenides DOI

X.Y. Wang,

Jingwei Guo,

Shaofan Xue

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A visible-light-induced selenocyclization of o -vinylanilides with diselenides using molecular oxygen as a terminal oxidant has been developed.

Language: Английский

Citations

0
A facile synthesis of CF3-containing iminoisobenzofurans via copper-catalyzed oxygen trifluoromethylation–cyclization of o-vinyl-N-alkylamide DOI Creative Commons
Shuo Gao,

Qiwang Zhou,

Zilin Liu

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(5), P. 3273 - 3277

Published: Jan. 1, 2025

A copper-catalyzed oxygen trifluoromethylation of o -vinyl- N -alkylamide using Togni reagent as the trifluoromethyl precursor is demonstrated for efficient synthesis trifluoromethyl-containing iminoisobenzofurans.

Language: Английский

Citations

0
Regioselective electrochemical radical cascade cyclization of internal alkynes to selenated and trifluoromethylated dihydropyran DOI
Mingming Yu, Tiantian Huang, Lin Zhang

et al.

Science China Chemistry, Journal Year: 2023, Volume and Issue: 66(11), P. 3178 - 3185

Published: Oct. 7, 2023

Language: Английский

Citations

9
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