Regio- and Stereoselective Electro-Mediated Carboalkoxylation of 1,3-Dienes DOI

Ophélie Montiège,

Marion Siccardi,

Morgane Sanselme

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(51), P. 11105 - 11110

Published: Dec. 16, 2024

1,3-Dienes are versatile raw materials for building molecular complexity. We report herein mild conditions the regio- and stereoselective [only (E) isomer obtained] 1,4-carboalkoxylation of 1,3-dienes. This electrochemical multicomponent reaction provides an eco-efficient straightforward access to a diverse range (E)-polyfunctionalized allyl ether products, without requiring any metal catalyst.

Language: Английский

Electrochemically Mediated Fixation of CO2: Synthesis of Functionalized Oxazolidine‐2,4‐Diones by Three‐Component Reactions DOI
Ting‐Kai Xiong, Qiang Xia,

Xue‐Qi Zhou

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(13), P. 2183 - 2187

Published: June 15, 2023

Abstract Carbon dioxide is a harmful greenhouse gas, as well valuable resource. Here, three‐component cyclization reaction was developed for the synthesis of oxazolidine‐2,4‐diones by immobilizing CO 2 under electrochemistry and copper catalyst. Propargyl amide used substrate to capture carbon produce carboxyl anion, while selenide produced electrophilic receptor activate triple bond electrochemical conditions. Then, intramolecular carried out obtain target product. Through this environmentally friendly strategy, series important synthesized.

Language: Английский

Citations

32

Recent progress in the electrochemical selenofunctionalization of alkenes and alkynes DOI
Pei Qu,

You‐Qin Jiang,

Yong‐Hao Wang

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(19), P. 7485 - 7507

Published: Jan. 1, 2023

The recent advances on the electrochemical selenofunctionalization of unsaturated C–C bonds were comprehensively summarized in this review.

Language: Английский

Citations

32

Electrochemical difunctionalization of alkenes and alkynes for the synthesis of organochalcogens involving C–S/Se bond formation DOI
Jianchao Liu, Jie‐Ping Wan, Yunyun Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 11(2), P. 597 - 630

Published: Nov. 23, 2023

This review highlights the recent progress in electrochemical difunctionalization of alkenes and alkynes involving C–S/Se bond formation to access organochalcogen frameworks.

Language: Английский

Citations

30

Electrocatalytic Multicomponent Cascade Cross‐Coupling for the Synthesis of Chalcogenosulfonates DOI
Zhiheng Zhao, Hongyan Yan, Yaqin Zhou

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(17), P. 2049 - 2055

Published: May 7, 2024

Comprehensive Summary An electrocatalytic multicomponent cascade cross‐coupling for the synthesis of chalcogenosulfonates has been established. This approach does not require use transition metals, acids, and external oxidants. The gentle conditions tolerance to a wide variety functional groups permit derivatization complex indoles.

Language: Английский

Citations

5

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 synthesis of selenyl imidazo[2,1-b]thiazinones via three-component reactions DOI

Yuancheng Yue,

Ziren Chen, Fei Xue

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(20), P. 5813 - 5819

Published: Jan. 1, 2024

In this paper, we have developed an efficient strategy for the concise synthesis of diverse selenyl imidazo[2,1- b ]thiazinones via electrochemical oxidative three-component tandem reactions in absence transition metals, and oxidants.

Language: Английский

Citations

4

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H2O DOI
Weiwei Li, Yingyuan Hu,

Junsheng Hou

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(5)

Published: Feb. 2, 2024

Abstract A practical electrochemical method for the synthesis of β‐hydroxyselenides has been developed under an external oxidant‐free condition at room temperature air from alkenes with diselenides and H 2 O. radical mechanism is proposed this transformation gram‐scale reactions demonstrate practicability reaction.

Language: Английский

Citations

3

Copper-Catalyzed Selective Three-Component 1,2-Phosphonoazidation of 1,3-Dienes DOI

Rui-Qiang Jiao,

Ming Li, Xi Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(7), P. 1387 - 1392

Published: Feb. 11, 2024

We report a copper-catalyzed selective 1,2-phosphonoazidation of conjugated dienes. This three-component reaction is achieved by using readily available P(O)–H compounds and bench-stable NaN3. Salient features this strategy include its mild conditions, broad functional group tolerance, high chemoselectivity regioselectivity. Moreover, the compatibility with late-stage functionalization drug molecules, potential for scalable production, feasibility further modifications products underscore practical utility protocol in synthetic applications.

Language: Английский

Citations

2

Hydroselenation of olefins: elucidating the β-selenium effect DOI Creative Commons
Gabriel S. Phun, Hannah S. Slocumb, Kirsten J. Ruud

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(48), P. 20523 - 20533

Published: Jan. 1, 2024

We report a light-promoted hydroselenation of alkenes with high

Language: Английский

Citations

2

Organo-catalyzed C2,3–H aminochalcogenation of indoles with secondary (aliphatic) amines DOI
Xiaoxiang Zhang, Chenrui Liu, Yingying Zhang

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(23), P. 5886 - 5894

Published: Jan. 1, 2023

A direct C2,3–H difunctionalization of indoles with unactivated amines facilitated by the organo-chalconium catalyst generated through reaction iodine and chalconium reagents has been developed.

Language: Английский

Citations

6