Selenylation/Cyclization of 1‐(2‐(Allyloxy)aryl)‐1H‐indoles Access to Seleno‐Benzo[2,3][1,4]oxazepino[4,5‐a]indole Derivatives DOI Open Access

Hailin Liao,

Mei Pan,

Hongrong Zhao

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 17, 2024

Abstract The iron (ІІІ)‐promoted tandem cyclization of 1‐(2‐(allyloxy)aryl)‐1 H ‐indoles with diselenides has been developed for the preparation seleno‐benzo[2,3][1,4]oxazepino[4,5‐a]indole derivatives. investigation to determine best reaction conditions indicated use (0.2 mmol) (1.5 equiv.) and iron(III) chloride in acetonitrile at room temperature under air, more than 48 examples were obtained. features access selenized 7‐membered containing nitrogen‐oxygen heterocyclic skeleton, which also represents a 7‐exo‐trig process 1‐(2‐((2‐methylallyl)oxy)aryl)‐1 diselenides.

Language: Английский

Paired Electrolysis-Enabled Arylation of Quinoxalin-2(1H)-ones DOI

Jia-Cheng Hou,

Jun Jiang,

Yan-Cui Wen

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(9), P. 6117 - 6125

Published: April 24, 2024

The first paired electrolysis-enabled arylation of quinoxalin-2(1H)-ones was achieved using cyanoarenes as the reagents. A variety 3-arylquinoxalin-2(1H)-ones with various important functional groups were obtained in moderate to good yields under metal- and chemical oxidant-free conditions. With a pair reductive oxidative processes occurring among substrates reaction intermediates, power consumption can be dramatically reduced.

Language: Английский

Citations

21

Electro-reductive carboxylation of C Cl bonds in unactivated alkyl chlorides and polyvinyl chloride with CO2 DOI
Li Li, Zhi-xin Yan,

Chuan‐Kun Ran

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: 35(12), P. 110104 - 110104

Published: June 8, 2024

Language: Английский

Citations

8

Recent advances on electrochemical generation of sulfonyl radical triggered cyclization of alkene/alkynes DOI

Jiaqing Shao,

Jiang Liu, Haibo Mei

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: 173, P. 134467 - 134467

Published: Jan. 12, 2025

Language: Английский

Citations

1

Recent Advances in Green Multi-Component Reactions for Heterocyclic Compound Construction DOI
Xinwei Shen, Gang Hong, Limin Wang

et al.

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

Published: Jan. 1, 2025

This review highlights the recent advances in multi-component reactions for synthesizing heterocyclic compounds via green approaches including photoredox catalysis, electrochemical activation, catalyst-free methods and use of water as sole solvent.

Language: Английский

Citations

1

Electrocatalytic Cascade Selenylation/Cyclization/Deamination of 2-Hydroxyaryl Enaminones: Synthesis of 3-Selenylated Chromones under Mild Conditions DOI

Kaili Cen,

Yuan Liu,

Junhong Yu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8632 - 8640

Published: June 6, 2024

Herein, we disclosed a highly efficient pathway toward 3-selenylated chromone derivatives via electrocatalytic cascade selenylation/cyclization/deamination of 2-hydroxyaryl enaminones with diselenides. This method showed mild conditions, easy operation, wide substrate scope, and good functional group tolerance. Furthermore, this electrosynthesis strategy was amendable to scale-up the reaction. Additionally, preliminary experiments revealed that reaction probably proceeded cation instead radical pathway.

Language: Английский

Citations

6

FeCl3-Catalyzed Oxidative Diselenylation of Pyrrole-tethered Indoles DOI
Jing Zhou,

Xue Sheng,

Man Jiang

et al.

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

Published: Jan. 1, 2025

A mild and efficient FeCl 3 -catalyzed oxidative diselenylation of pyrrole-tethered indoles has been achieved by using RSeSeR as the source selenium m -chloroperoxybenzoic acid ( CPBA) oxidant (yields 17–70%).

Language: Английский

Citations

0

α-Thiocyanation of Enol Acetates and Sodium Thiocyanate under Electrochemical Conditions DOI
Jinpeng Zhang, Yuliang Qian, Man Ning

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(1), P. 189 - 189

Published: Jan. 1, 2025

Language: Английский

Citations

0

Selenylation of N‐(P‐Methoxyaryl)Propiolamides via CuBr2 Catalysis: Synthesis of 3‐Selenospiro[4,5]Decatrienones via Ipso‐Cyclization DOI
Jinhui Cai,

Kaili Cen,

Hongyi Lin

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(20)

Published: June 27, 2024

Abstract Herein, a method for the assembly of biologically valuable 3‐selenospiro[4,5]decatrienones through CuBr 2 ‐catalyzed ispo ‐cyclization Se powder, boronic acids, and N ‐( p ‐methoxyaryl)propiolamides has been established. In this protocol, noble transition metal, prefunctionalized selenylation reagent, strong chemical oxidant are not employed. This feature wide substrate scope, good functional group tolerance, easy operation, employing earth‐abundant metal as catalyst green air oxidant. Furthermore, several derivatizations performed to showcase practicability our strategy.

Language: Английский

Citations

1

CuI-Catalyzed Selenylation of Pyrrolo[2,1-a]isoquinolines and Other Electron-Rich Heteroarenes DOI
Jing Zhou,

Jiayi Han,

Yu Xin

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 26, 2024

We have established a mild CuI-catalyzed selenylation of pyrrolo[2,1-

Language: Английский

Citations

1

Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides DOI Open Access
Jinhui Cai,

Kaili Cen,

Weishuang Li

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 19, 2024

Abstract Electrosynthesis of selenylated‐oxazolone derivatives via cascade selenylation/cyclization ynamides was disclosed. A series diaryl diselenides, dialkyl and heteroaryl‐substituted tolerated in this protocol delivered 4‐selenyloxazolones 28–83% yields. The scale‐up reaction the oxidation performed to showcase practicability method. Furthermore, mechanistic experiments indicated that a cationic pathway instead radical probably involved.

Language: Английский

Citations

1