Visible-Light-Promoted C(sp3)–H Bond Functionalization toward Aminothiazole Skeletons from Active Methylene Ketones and Thioureas DOI
Haichang Guo, Lei Wang, Renhua Zheng

et al.

Synthesis, Journal Year: 2023, Volume and Issue: 55(13), P. 2091 - 2098

Published: Feb. 14, 2023

Abstract A novel and efficient visible-light-induced method is developed for the one-pot synthesis of functionalized 2-aminothiazoles from easily accessible active methylene ketone derivatives different thioureas at room temperature. The mild reaction conditions, green chemistry, straightforward work-up, high yields products make this procedure useful construction 2-aminothiazole derivatives.

Language: Английский

Photoinduced, additive- and photosensitizer-free multi-component synthesis of naphthoselenazol-2-amines with air in water DOI

Hong‐Tao Ji,

Keli Wang, Wen‐Tao Ouyang

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(20), P. 7983 - 7987

Published: Jan. 1, 2023

An atom- and step-economical, efficient eco-friendly method for constructing naphthoselenazol-2-amines through a visible-light photocatalytic multi-component reaction under aqueous phase conditions is reported.

Language: Английский

Citations

71

Visible-light-induced direct perfluoroalkylation/heteroarylation of [1.1.1]propellane to diverse bicyclo[1.1.1]pentanes (BCPs) under metal and photocatalyst-free conditions DOI

Jiashun Zhu,

Yirui Guo, Yu‐Ru Zhang

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(3), P. 986 - 992

Published: Jan. 1, 2023

This study describes a green and novel multi-component reaction for direct perfluoroalkylation/heteroarylation of [1.1.1]propellane with heteroarenes perfluoroalkyl iodines to diverse bicyclo[1.1.1]pentanes (BCPs).

Language: Английский

Citations

65

Photoinduced, metal- and photosensitizer-free decarboxylative C–H (amino)alkylation of heteroarenes in a sustainable solvent DOI
Jun Xu,

Chenfeng Liang,

Jiabin Shen

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(5), P. 1975 - 1981

Published: Jan. 1, 2023

This study describes a green and sustainable photoinduced strategy for decarboxylative C–H (amino)alkylation of heteroarenes with carboxylic acids under metal- photosensitizer-free conditions.

Language: Английский

Citations

44

Merging Photoinduced Electron Transfer with Hydrogen Atom Transfer: Formal β-C(sp3)–H Pyridination of Carbonyls DOI
Jian Li, Jun Xu, Binbin Chen

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 9, 2025

In this study, a novel approach that combines photoinduced electron transfer (ET) with hydrogen atom (HAT) has been introduced for the selective β-C(sp3)–H pyridination of carbonyl compounds. This method is notable its absence transition metals and ability to function under benign reaction conditions, resulting in range pyridinated derivatives consistently moderate good yields. The significance technique further underscored by potential late-stage functionalization pharmaceutically significant molecules. Mechanistic investigations confirmed proceeds via radical-mediated pathway.

Language: Английский

Citations

4

Photoelectrochemical upcycling of PVC plastic waste for the synthesis of chlorinated quinolinone derivatives DOI
Kai Zheng, Jingwen He, Zhang Li-xi

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Herein, an environmentally friendly methodology has been established for the photoelectrochemical chlorination of C(sp 2 )–H bonds in quinolinone derivatives using PVC plastic waste as chlorine source.

Language: Английский

Citations

2

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

Hong‐Tao Ji,

Li‐Juan Ou

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: unknown

Published: Sept. 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.

Language: Английский

Citations

36

α-Amino Radical-Mediated Difunctionalization of Alkenes with Polyhaloalkanes and N-Heteroarenes DOI
Jiabin Shen, Xiao‐Guang Yue, Jun Xu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(11), P. 1994 - 1998

Published: March 15, 2023

Herein, we report a mild and practical protocol for the α-perchloroalkyl β-heteroarylation of alkenes using available chloroform as dichloromethyl source via α-amino radical-mediated halogen-atom transfer. Various substrates are compatible under reaction conditions, providing corresponding products in moderate to good yields. This strategy gives an efficient convenient method introduction chloroalkyl motifs into N-heteroarenes. The control experiment demonstrates that radical generated situ is key intermediate transformation.

Language: Английский

Citations

34

Recent Developments in Direct C–H Functionalization of Quinoxalin-2(1H)-Ones via Multi-Component Tandem Reactions DOI Creative Commons
Qiming Yang, Biao Wang, Mian Wu

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(6), P. 2513 - 2513

Published: March 9, 2023

The direct C-H multifunctionalization of quinoxalin-2(1H)-ones via multicomponent reactions has attracted considerable interest due to their diverse biological activities and chemical profile. This review will focus on recent achievements. It mainly covers reaction methods for the simultaneous introduction C-C bonds C-RF/C/O/N/Cl/S/D into mechanisms. Meanwhile, future developments multi-component are envisaged, such as construction C-B/SI/P/F/I/SE through reactions; fused ring macrocyclic compounds; asymmetric synthesis; green chemistry; bionic structures other fields. aim is enrich at C3 position, which have rich applications in materials chemistry pharmaceutical pharmacology.

Language: Английский

Citations

17

Photo‐Triggered Self‐Induced Homolytic Dechlorinative Sulfonylation/Cyclization of Unactivated Alkenes: Synthesis of Quinazolinones Containing a Sulfonyl Group DOI
Bin Sun, Hao Ding,

Hai‐Xia Tian

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 364(4), P. 766 - 772

Published: Nov. 24, 2021

Abstract A self‐photocatalyzed sulfonylation/cyclization of quinazolinones containing unactivated alkenes with various sulfonyl chlorides was developed. The protocol provides access to radicals via energy transfer from the quinazolinone skeleton chloride. Notably, transformations proceeded without any external photocatalysts, additives, or oxidants, providing an alternative method for fabricating sulfonylated compounds. magnified image

Language: Английский

Citations

35

Decatungstate-photocatalyzed direct coupling of inert alkanes and quinoxalin-2(1H)-ones with H2 evolution DOI

Xiao-Ya Yuan,

Ya‐Feng Si, Xiang Li

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(10), P. 2728 - 2733

Published: Jan. 1, 2022

A tetrabutylammonium decatungstate (TBADT)-photocatalyzed direct coupling of inert alkanes and quinoxalin-2(1 H )-ones with 2 evolution was developed at room temperature.

Language: Английский

Citations

28