Photoinduced Deaminative Alkylation of Quinoxalin‐2(1H)‐ones via an Electron Donor‐Acceptor Complex DOI

Haoran Jiao,

Kaikai Niu, Hongjian Song

и другие.

ChemistrySelect, Год журнала: 2023, Номер 8(25)

Опубликована: Июль 3, 2023

Abstract Formation of C−C bonds by cleavage the C(sp 3 )−N readily available alkyl amines is a valuable transformation. Herein, we report method for oxidant‐ and metal‐free photoinduced deaminative alkylation quinoxalin‐2(1 H )‐ones with Katritzky salts as radical sources. Various radicals could easily be generated single‐electron reduction electron donor–acceptor complexes between sodium acetate. This green, sustainable, operationally simple has broad substrate scope, can used gram‐scale synthesis, late‐stage modification pharmaceutically relevant molecules.

Язык: Английский

Three‐Component Reactions of Quinoxalin‐2(1H)‐ones: Recent Advances DOI Open Access
Keli Wang,

Hong‐Tao Ji,

Li‐Juan Ou

и другие.

European Journal of Organic Chemistry, Год журнала: 2023, Номер unknown

Опубликована: Сен. 11, 2023

Abstract The multicomponent reactions of quinoxalin‐2(1 H )‐ones has attracted considerable interest due to their significant biological and chemical activities. very recent advances (from 2021 the beginning 2023) on radical three‐component cascade reaction )‐one derivatives at C3 position were summarized in this mini‐review. According kind types involved, some representative examples detailed mechanism have been categorized discussed. red front was covered by Figure 1.

Язык: Английский

Процитировано

36

Sono-photocatalytic amination of quinoxalin-2(1H)-ones with aliphatic amines DOI
Wen‐Tao Ouyang,

Jun Jiang,

Yanfang Jiang

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(10), С. 110038 - 110038

Опубликована: Май 22, 2024

Язык: Английский

Процитировано

15

Photoredox-Catalyzed Three-Component Amidoheteroarylation of Unactivated Alkenes DOI
Mengxuan Zhang, Ji Zhang, Yuchen Zhou

и другие.

Organic Letters, Год журнала: 2023, Номер 25(22), С. 4113 - 4118

Опубликована: Май 30, 2023

A photoredox-catalyzed 1,2-amidoheteroarylation of unactivated alkenes with O-acyl hydroxylamine derivatives and heterocycles is presented. range heterocycles, including quinoxaline-2(1H)-ones, azauracils, chromones, quinolones, are capable for this process, allowing the direct synthesis valuable heteroarylethylamine derivatives. Structurally diverse reaction substrates, drug-based scaffolds, were successfully applied, demonstrating practicality method.

Язык: Английский

Процитировано

19

Visible-Light-Promoted Deoxygenative Alkylation of Quinoxalin-2(1H)-ones with Activated Alcohols DOI

Lili Wang,

Pengyuan Yang, Jinwei Yuan

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(9), С. 6334 - 6344

Опубликована: Апрель 15, 2024

A one-pot strategy for deoxygenative alkylation of alcohols with quinoxalin-2(1H)-ones was developed by using xanthate salts as alcohol-activating groups radical generation in the presence tricyclohexylphosphine under visible-light-promoted conditions. The remarkable features this reaction include a broad substrate scope, excellent functional group tolerance, mild conditions, and simple operation. Moreover, synthetic utility validated success two-step reactions, scale-up synthesis, chemoselective monodeoxygenation diols.

Язык: Английский

Процитировано

5

Visible‐Light‐Induced Metal‐Free Three‐Component Amidoheteroarylation of Alkenes to Synthesize β‐(Hetero)arylethylamines DOI

Qiange Feng,

He Wang, Yang Liu

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(19)

Опубликована: Март 21, 2024

Abstract Herein, visible‐light‐induced metal‐free three‐component amidoheteroarylation of alkenes with quinoxalin‐2(1 H )‐ones and N‐sulfonylaminopyridinium salts is developed. This protocol involves a radical relay process in which the N‐centered radicals undergo chemoselective addition to form an alkyl that selectively combines heteroarenes, leading formation C−C C−N bonds one step under mild reaction conditions. The involved high efficiency selectivity, wide substrate scope, excellent functional‐group compatibility demonstrate practicability developed protocol.

Язык: Английский

Процитировано

3

Photocatalytic Three‐Component α‐Trifluoroalkyl‐β‐heteroarylation of Unactivated Alkenes with Trifluoroacetates DOI
Yang He, Wenlin Wang, Yuanyuan An

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(27)

Опубликована: Май 23, 2024

Abstract We herein disclose a direct and practical photocatalytic three‐component α‐trifluoroalkyl‐β‐heteroarylation of various unactivated alkenes with trifluoroacetates quinoxalin‐2(1 H )‐ones. The reaction takes place via photoinduced LMCT process, allowing efficient synthesis variety 3‐fluoroalkylated )‐one derivatives in moderate to excellent yields under mild conditions.

Язык: Английский

Процитировано

1

Photoinduced Deaminative Alkylation of Quinoxalin‐2(1H)‐ones via an Electron Donor‐Acceptor Complex DOI

Haoran Jiao,

Kaikai Niu, Hongjian Song

и другие.

ChemistrySelect, Год журнала: 2023, Номер 8(25)

Опубликована: Июль 3, 2023

Abstract Formation of C−C bonds by cleavage the C(sp 3 )−N readily available alkyl amines is a valuable transformation. Herein, we report method for oxidant‐ and metal‐free photoinduced deaminative alkylation quinoxalin‐2(1 H )‐ones with Katritzky salts as radical sources. Various radicals could easily be generated single‐electron reduction electron donor–acceptor complexes between sodium acetate. This green, sustainable, operationally simple has broad substrate scope, can used gram‐scale synthesis, late‐stage modification pharmaceutically relevant molecules.

Язык: Английский

Процитировано

1