Ru Active Centers Incorporated on Ce‐MOFs as an Efficient Heterogeneous Catalyst for Oxidation of Alkylarenes to Carbonyls DOI Open Access

Ruibi Zhao,

Zhixian Wang, Hao Sun

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(45)

Published: Dec. 1, 2024

Abstract In recent years, the construction of carbonyl group which can be extensively found in various important chemicals have attracted great interest researchers. this study, a strategy coordination is employed to synthesize Ru‐UiO‐66‐NH 2 (Ce) with uniformly dispersed Ru ions UiO‐66‐NH MOFs as an efficiently heterogenous catalyst for catalytic oxidation benzyl sp3 C─H bond water. The characterized results indicate that active centers were successfully incorporated via amino MOFs. This could furnish more sites improve performance (Ce). A series alkylarenes oxidized ketones under mild conditions. Furthermore, catalyst's recyclability demonstrated its remained robust, no significant loss activity observed after being recycled seven times.

Language: Английский

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

37

Enantioselective Chemodivergent Three-Component Radical Tandem Reactions through Asymmetric Photoredox Catalysis DOI

Chaorui Ma,

Jingyu Shen,

Chaofan Qu

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(36), P. 20141 - 20148

Published: Aug. 28, 2023

Chemodivergent synthesis has been achieved in asymmetric photocatalysis. Under a dual catalyst system consisting of chiral phosphoric acid and DPZ as photosensitizer, different inorganic bases enabled the formation two sets valuable products from three-component radical tandem transformations 2-bromo-1-arylenthan-1-ones, styrenes, quinoxalin-2(1H)-ones. The key to success was distinct pKa environment, which radicals that formed on quinoxalin-2(1H)-one rings after addition processes underwent either single-electron oxidation or reduction. In addition, this work represents first use quinoxalin-2(1H)-ones photoredox catalysis.

Language: Английский

Citations

31

Trinuclear Gold‐Catalyzed 1,2‐Difunctionalization of Alkenes DOI

Qing‐Yun Fang,

Jie Han,

Mingzhe Qin

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(34)

Published: May 12, 2023

Activated alkyl halides have been extensively explored to generate radicals with Ru- and Ir- photocatalysts for 1,2-difunctionalization of alkenes, but unactivated bromides remain challenging substrates due their strong reduction potential. Here we report a three-component reaction nucleophiles (e.g., amines indoles) using trinuclear gold catalyst [Au3 (tppm)2 ](OTf)3 . It can achieve the 1,2-aminoalkylation 1,2-alkylarylation readily. This protocol has broad scope excellent functional group compatibility (>100 examples up 96 % yield). also affords robust formal [2+2+1] cyclization strategy concise construction pyrrolidine skeletons under mild conditions. Mechanistic studies support an inner-sphere single electron transfer pathway successful cleavage inert C-Br bonds.

Language: Английский

Citations

13

Metal-free radical bicyclization/chloroalkylarylation of 1,6-enynes with chloroalkanes DOI

Hongxun Zhou,

Lijun Li,

Qinqin Yan

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(29), P. 3938 - 3941

Published: Jan. 1, 2024

A metal-free radical bicyclization of chloralkanes and 1,6-enynes produces various polychlorinated/chlorinated polyheterocycles.

Language: Английский

Citations

5

Metal-free polychloromethylation/cyclization of unactivated alkenes towards ring-fused tricyclic indolones and benzoimidazoles DOI

Yechun Wu,

Han Liu,

Lingli Liu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(35), P. 7079 - 7084

Published: Jan. 1, 2023

Polychloromethylative cyclization of N-alkenyl indoles was developed under metal-free conditions to afford tricyclic pyridoindolones and pyrroloindolones in moderate good yields. In the reaction, commercially available CHCl3 CH2Cl2 were employed as tri- dichloromethyl radical sources. Moreover, dichloromethylated polycyclic benzoimidazoles can also be obtained standard conditions.

Language: Английский

Citations

9

Polychloromethylation‐Initiated Radical 1,2‐Aryl Migration of α,α‐Diarylallyl Alcohols via Visible‐Light Photoredox Catalysis DOI

Xian Wu,

Chengli Xiang,

Jin‐Tao Yu

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(31)

Published: June 15, 2023

Abstract A visible‐light induced radical 1,2‐aryl migration of α,α‐diarylallyl alcohols was developed under mild and metal‐free conditions. Commercially available CHCl 3 CH 2 Cl were used as tri‐ dichloromethyl precursors. Structurally diverse β‐polochloromethylated ketones obtained in good to moderate yields via neophyl‐type rearrangement. Besides, the polychloromethyl group can be easily transformed into other useful functional groups.

Language: Английский

Citations

8

Three‐Component Radical Cascade Reaction of Quinoxalinones, Alkenes and AgSCF3 DOI
Sha Peng, Long‐Yong Xie, Luo Yang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(19), P. 3328 - 3334

Published: Aug. 4, 2023

Abstract A convenient and practical protocol for the preparation of SCF 3 ‐containing quinoxalin‐2(1 H )‐one derivatives via K 2 S O 8 mediated difunctionalization alkenes with quinoxalinones AgSCF was developed. The preliminary study showed that a radical triggered cascade reaction process might be involved in current transformation.

Language: Английский

Citations

7

Iron‐Catalyzed Direct C3−H Trifluoromethylthiolation of Quinoxalin‐2(1H)‐ones DOI
Xiaoyu Chen, Yang Geng,

Yu Zhu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(2), P. 214 - 219

Published: Dec. 6, 2023

Abstract An iron‐catalyzed direct C3−H radical trifluoromethylthiolation of quinoxalin‐2(1 H )‐ones has been developed. This protocol uses earth‐abundant FeSO 4 ⋅ 7H 2 O as the catalyst, and AgSCF 3 trifluoromethylthiolating reagent to provide various SCF ‐containing )‐one derivatives in 26–88% yields. Preliminary mechanistic investigations indicate that reaction proceeds through a pathway.

Language: Английский

Citations

6

Three-Component Reaction Involving Alkenes, AgSCF3 and Quinoxalinones Initiated by Trifluoromethylthio Radical DOI Open Access
Shenyuan Gao,

Haoqiong Zhu,

Qiaoling Jin

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(4), P. 1264 - 1264

Published: Jan. 1, 2024

A novel three-component cascade radical reaction involving non-activated olefins, quinoxalin-2(1H)-ones, and AgSCF3 was proposed.Under the action of oxidizing agent K2S2O8, 40 quinoxaline derivatives containing SCF3 were obtained with highest yield 78%.This method provides a mild environmentally friendly approach to prepare trifluoromethylthio-substituted quinoxalines, offering advantages such as high yield, broad substrate scope, atom economy, environmental efficiency.

Language: Английский

Citations

2

Alkene difunctionalization enabled by photocatalytic hydrogen atom transfer from haloalkane α-C(sp3)–H bonds DOI Creative Commons

Tonggang Hao,

Jiahao Shen, Yin Wei

et al.

Chem Catalysis, Journal Year: 2023, Volume and Issue: 3(12), P. 100807 - 100807

Published: Nov. 13, 2023

Language: Английский

Citations

5