Efficient synthesis of SCF3-containing 3-alkenylquinoxalinones via three-component radical cascade reaction DOI
Siyu Wang,

Chu L,

Wei Yang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(18), P. 3740 - 3745

Published: Jan. 1, 2024

An efficient and practical method for the synthesis of 3-alkenylquinoxalinones containing SCF

Language: Английский

Transition-metal-, oxidant- and additive-free multi-component synthesis of alkyl heteroaryl BCPs enabled by visible-light-induced phosphine-catalyzed halogen-atom transfer DOI
Jun Xu,

Yu Hong,

Ruiyuan Xu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

This study describes a pioneering visible-light-induced phosphine-catalyzed halogen-atom transfer (XAT) strategy that heralds new era in the difunctionalization of [1.1.1]propellane.

Language: Английский

Citations

12

Phototriggered Self-Catalyzed Phosphorylation of 3,4-Dihydroquinoxalin-2(1H)-ones with Diarylphosphine Oxides in EtOH DOI
Yanfang Jiang, Wen‐Tao Ouyang,

Hong‐Tao Ji

et al.

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

Published: Sept. 19, 2024

A highly effective external photocatalyst- and additive-free method for the phosphorylation of 3,4-dihydroquinoxalin-2(1

Language: Английский

Citations

12

Photocatalytic Sulfonylation: Innovations and Applications DOI
Anxiang Huang,

Rui Li,

Qi‐Yan Lv

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 14, 2024

Photosynthesis, converting sustainable solar energy into chemical energy, has emerged as a promising craft to achieve diverse organic transformations due its mild reaction conditions, sustainability, and high efficiency. The synthesis of sulfonated compounds drawn significant attention in the pharmaceuticals, agrochemicals, materials industries unique structure electronic properties sulfonyl groups. Over past decades, many photocatalytic sulfonylation reactions have been developed. In this review, recent advances photocatalyzed reviewed since 2020, with primary focus on discussing design mechanism.

Language: Английский

Citations

10

Multicomponent Heteroarylphosphorothiolation of Alkenes for Accessing β‐Phosphorothiolated Quinoxalinones DOI
Sha Peng, Lihua Yang,

Xiang-Qin Xu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(12), P. 2758 - 2763

Published: April 24, 2024

Abstract Herein, we present a (NH 4 ) 2 S O 8 mediated difunctionalization reaction of aryl alkenes with quinoxalinones and P(O)SH compounds. This method enables the synthesis various phosphorothioate‐containing quinoxalin‐2(1 H )‐one derivatives (46 examples) in 37–79% yields. The is compatible range functional groups easily adaptable to large‐scale synthesis. Preliminary studies suggest involvement phosphorothioate radicals these transformations.

Language: Английский

Citations

9

Photoinduced Dehydrogenative Amination of Quinoxalin-2(1H)-ones with Air as an Oxidant DOI

Haoran Jiao,

Yue Jing,

Kaikai Niu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(8), P. 5371 - 5381

Published: March 29, 2024

A facile and eco-friendly photoinduced dehydrogenative amination of quinoxalin-2(1H)-ones with aliphatic amines without any metal, strong oxidant, photocatalyst has been established for the first time. This reaction proceeding efficiently air as sole oxidant at room temperature obtains a wide range 3-aminoquinoxaline-2(1H)-ones in high yields excellent functional group tolerance. The mechanistic studies show an interesting involvement photosensitizer, which eliminates requirement external photocatalysts.

Language: Английский

Citations

8

Recyclable V2O5/g-C3N4 Heterojunction-Catalyzed Visible-Light-Promoted C3–H Trifluoromethylation of Quinoxalin-2-(1H)-ones DOI

Hong‐Tao Ji,

Hai‐Yang Song,

Jia-Cheng Hou

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(13), P. 9543 - 9550

Published: June 14, 2024

A visible-light-initiated C-H trifluoromethylation of quinoxalin-2(1

Language: Английский

Citations

8

Lewis Acid-Catalyzed Formal [2π+2σ] Cycloaddition of Bicyclobutanes with Quinoxalin-2(1H)-ones: Access to Quinoxaline-Fused Aza-Bicyclo[2.1.1]hexanes DOI
Kuan Zhang,

Shanghui Tian,

Wenke Li

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(26), P. 5482 - 5487

Published: June 24, 2024

An efficient synthesis of quinoxaline-fused aza-bicyclo[2.1.1]hexanes bearing multiple quaternary carbon centers via the intermolecular [2π+2σ] cycloaddition bicyclo[1.1.0]butanes and quinoxalin-2(1H)-ones, facilitated by Lewis acid catalysis, is presented. This reaction carried out under mild conditions exhibits a broad substrate scope excellent functional group tolerance.

Language: Английский

Citations

8

Construction of β-Oximino Phosphorodithioates via (2,2,6,6-Tetramethylpiperidin-1-yl)oxyl-Promoted Difunctionalization of Alkenes with tert-Butyl Nitrite, P4S10, and Alcohols DOI
Xiaohong Chen,

Jian Huang,

Jun Pan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(18), P. 3883 - 3888

Published: April 29, 2024

A (2,2,6,6-tetramethylpiperidin-1-yl)oxyl-mediated difunctionalization of alkenes with

Language: Английский

Citations

6

Arylcyanation of Styrenes by Photoactive Electron Donor–Acceptor Complexes/Copper Catalysis DOI
Qilong Wu, Xufeng Li, Jie Ma

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(37), P. 7949 - 7955

Published: Sept. 11, 2024

A novel electron donor-acceptor (EDA) complex/copper catalysis model has been proposed for the construction of 2,3-diarylpropionitriles under visible light conditions. The developed protocol proceeds via intermolecular charge transfer between photoactive EDA complex dibutamine (DBA), aryl thianthrenium salts, and trimethylsilyl cyanide (TMSCN), followed by a copper catalytic cycle. UV-vis absorption measurements confirm participation complexes as reactive intermediates. This three-component process smoothly in presence pharmaceutically relevant core structures sensitive functional groups, which offers possibility precise editing drug molecules with important scaffolds.

Language: Английский

Citations

6

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

Lili Wang,

Pengyuan Yang, Jinwei Yuan

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(9), P. 6334 - 6344

Published: April 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.

Language: Английский

Citations

5