Electrochemical Reductive Bimolecular Cycloaddition of 2-Arylideneindane-1,3-diones for the Synthesis of Spirocyclopentanole Indane-1,3-diones DOI

Luchao Li,

Binyan Xu,

Chenglong Jia

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 25, 2024

An electrochemical reductive bimolecular cycloaddition of 2-arylideneindane-1,3-diones has been reported for the synthesis spirocyclopentanole indane-1,3-diones bearing five contiguous stereocenters with vicinal tetrasubstituted stereocenters, especially involving a quaternary carbon center, in moderate to good yields and excellent diastereoselectivities. The present protocol features mild reaction conditions, no external chemical redox reagents, atom economy, gram-scale synthesis. In addition, mechanistic investigation indicates that reactions proceed through radical pathway.

Язык: Английский

Electrochemical stereoselective synthesis of polysubstituted 1,4-dicarbonyl Z-alkenes via three-component coupling of sulfoxonium ylides and alkynes with water DOI Creative Commons

Haoran Li,

Y. Ran,

Yu-Yi Zhu

и другие.

Chemical Science, Год журнала: 2024, Номер 15(21), С. 8156 - 8162

Опубликована: Янв. 1, 2024

The first straightforward strategy for the synthesis of 1,4-dicarbonyl Z-alkenes has been developed via an electrochemical cross-coupling reaction sulfoxonium ylides and alkynes with water. metal-free protocol showed easy-to-handle nature, good functional group tolerance, high Z-stereoselectivity, which is rare in previous cases. proposed mechanism was convincingly established by carrying out a series control experiments, cyclic voltammetry density theory (DFT) studies.

Язык: Английский

Процитировано

3

An electrochemical method for direct sulfonylation of BODIPYs under green conditions DOI
Zhuo Chen, Chen Li, Kui Liu

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(2), С. 477 - 483

Опубликована: Дек. 1, 2023

An environmentally benign electrochemical approach has been developed for the construction of β-sulfonylated BODIPYs by using sulfonylhydrazide as sulfonyl source.

Язык: Английский

Процитировано

7

Highly Selective Hydrolysis of Amides via Electroreduction DOI

Jin-Yu He,

Yanzhao Wang,

Wenxi Duan

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(14), С. 8204 - 8210

Опубликована: Янв. 1, 2024

Deprotection of amides is a virtually universal transformation in organic synthesis, often employing traditional active reductants. Herein, we describe sustainable electrocatalytic hydrolysis utilizing water as the hydrogen source.

Язык: Английский

Процитировано

2

Electrochemical Cascade Annulation for the Synthesis of 3‐Sulfanylquinoline Derivatives Under Mild Conditions DOI
Ke Li,

Ming‐Zhong Guo,

Zhuo Chen

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(16), С. 1833 - 1838

Опубликована: Апрель 17, 2024

Comprehensive Summary An efficient electrochemical approach has been developed for the construction of 3‐sulfanylquinoline derivatives by treating phenylethynylbenzoxazinanones with disulfides in an undivided cell. The protocol provided a convenient route to functionalized quinolines good functional group tolerance. Moreover, it does not require any metal catalysts or additives, furnishing series biological moderate yields.

Язык: Английский

Процитировано

1

Electrochemical dehydrogenative phosphorothiolation of heteroarenes DOI

Sixiang Ding,

Chi Zhang,

Zhiheng Zhao

и другие.

Tetrahedron, Год журнала: 2024, Номер 163, С. 134131 - 134131

Опубликована: Авг. 1, 2024

Язык: Английский

Процитировано

1

Electrochemically Driven α,β-Dehydrogenation of Flavanones, Azaflavanones, and Thioflavanones DOI

Mei‐Jin Mou,

Ming‐Zhong Guo,

Quanxin Li

и другие.

Organic Letters, Год журнала: 2024, Номер 26(44), С. 9547 - 9552

Опубликована: Окт. 25, 2024

α,β-Dehydrogenation of flavanones represents an ideal strategy to synthesize various flavones but remains challenging because the requirements for rigorous conditions. Herein, a straightforward and efficient route synthesis via electrocatalysis is disclosed. This electro-oxidative approach shows broad substrate scope, including azaflavanones thioflavanones, which could be performed in undivided cell without removal air or water absence metal catalysts, ligands, external oxidants. Moreover, combination cyclic voltammetry, square wave voltammetry experiments, density functional theory (DFT) calculations revealed plausible mechanism.

Язык: Английский

Процитировано

1

Regioselectively electrochemical Csp3-H alkoxylation for functionalized indanone DOI Creative Commons

Xue-Yang Guo,

B. Yao, Li‐Rong Wen

и другие.

Green Synthesis and Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Дек. 1, 2024

Язык: Английский

Процитировано

1

Non-classical effective methods for reduction of heteroaromatic compounds DOI
Yu. Yu. Titova, А. В. Иванов

Russian Chemical Reviews, Год журнала: 2024, Номер 93(11), С. RCR5149 - RCR5149

Опубликована: Окт. 30, 2024

The review summarizes the known data on various methods for saturation and dearomatization of heterocyclic moieties, forming diverse aromatic compounds. Since classical hydrogenation substrates with molecular hydrogen has a number fundamental drawbacks that hinder both its use at laboratory level widespread implementation in industrial production, main attention is paid to non-classical described literature over last 20–25years. ammonia-free Birch reduction, transfer hydrogenation, reduction by Hantzsch esters some other reactions involving compounds are summarized systematized. It shown such or heterocycles can cases be more efficient than procedures.<br> bibliography includes 173 references.

Язык: Английский

Процитировано

0

Electrochemical Reductive Bimolecular Cycloaddition of 2-Arylideneindane-1,3-diones for the Synthesis of Spirocyclopentanole Indane-1,3-diones DOI

Luchao Li,

Binyan Xu,

Chenglong Jia

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 25, 2024

An electrochemical reductive bimolecular cycloaddition of 2-arylideneindane-1,3-diones has been reported for the synthesis spirocyclopentanole indane-1,3-diones bearing five contiguous stereocenters with vicinal tetrasubstituted stereocenters, especially involving a quaternary carbon center, in moderate to good yields and excellent diastereoselectivities. The present protocol features mild reaction conditions, no external chemical redox reagents, atom economy, gram-scale synthesis. In addition, mechanistic investigation indicates that reactions proceed through radical pathway.

Язык: Английский

Процитировано

0