Construction of Covalent Triazine Frameworks with Electronic Donor‐Acceptor System for Efficient Photocatalytic C−H Hydroxylation of Imidazole[1,2‐α]Pyridine Derivatives DOI
Lipeng Zhai, Huijie Qiao,

Zhao Kun

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(61)

Published: Aug. 15, 2024

Abstract Covalent triazine frameworks (CTFs) are promising heterogeneous photocatalyst candidates owing to their excellent stability, conjugacy, and tunability. In this study, a series of CTFs decorated with different substituents (H, MeO, F) were synthesised utilised as photocatalysts for C−H activation reactions. The corresponding optoelectronic properties could be precisely regulated by the electronic effects in nanopore channels CTFs; these effective organic synthesis due unique structures properties. Methoxy‐substituted CTF (MeO‐CTF) exhibited extraordinary catalytic performance reusability functionalization constructing an donor‐acceptor system, achieving highest yield photocatalytic C3–H hydroxylation 2‐phenylimidazole[1,2‐α]pyridine. This strategy provides new scaffold rational design efficient synthesis.

Language: Английский

Recent advances in spirocyclization of maleimides via transition-metal catalyzed C–H activation DOI
Swadhin Swaraj Acharya,

Sagarika Patra,

Rojalini Maharana

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(15), P. 2916 - 2947

Published: Jan. 1, 2024

In recent years, the maleimide scaffold has received a great deal of attention in C–H activation.

Language: Английский

Citations

15

Recent advances in transition-metal-catalyzed directed C–H alkenylation with maleimides DOI
Shuang‐Liang Liu, Changchun Ye, Xiaoge Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(24), P. 4837 - 4845

Published: Jan. 1, 2022

Transition-metal-catalyzed directed C-H alkenylation with maleimides has attracted much attention in recent years, as maleimide core moieties are present various natural products and pharmaceuticals. In addition, these derivatives can be readily modified into biologically important compounds including succinimides, pyrrolidines γ-lactams. The efficient chelation-assisted inert bond activation strategy provides straightforward access to a wide array of structurally diverse molecules containing units. This review describes the major progress mechanistic investigations on Heck-type reaction/cyclization organic until early 2022.

Language: Английский

Citations

32

Recent advances in direct α-C(sp3)-H bond functionalization of thioethers DOI Creative Commons
Long Tang,

Qingyue Hu,

Ke Yang

et al.

Green Synthesis and Catalysis, Journal Year: 2022, Volume and Issue: 3(3), P. 203 - 211

Published: Feb. 28, 2022

Thioether skeletons are widely present in drugs, natural products, functional materials, and life science. In the past decade, selective C–H functionalization of thioethers has been extensively studied to construct novel thioether derivatives. This mini-review systematically introduces recent advances field direct α-C(sp3)-H thioethers.

Language: Английский

Citations

23

Acylsilane Directed Rh-Catalyzed Arene C–H Alkylation with Maleimides and Visible-Light-Induced Siloxycarbene-Amide Cyclization: [3 + 2] Carbo-Annulation in Ru Catalysis DOI Open Access

Raju Vaggu,

Nagender Thadem,

Manda Rajesh

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(15), P. 2594 - 2599

Published: April 10, 2023

We herein demonstrate the acylsilane-directed Rh-catalyzed arene C–H bond alkylation with maleimides. The resulting derivatives were utilized in visible-light-induced intramolecular siloxycarbene-amide cyclization for synthesis of new tricyclic γ-lactams. In parallel, we also harnessed same acylsilane and maleimide units through [3 + 2] carbo-annulation by using Ru-catalysis. A wide range maleimides aroylsilanes used to establish broadness these transformations.

Language: Английский

Citations

16

Mn(I)-Catalyzed Preferential Electrophilic C3-Maleimidation in Quinoxaline Leading to Spirocyclization and Dehydrogenation of Succinimides DOI
Subhendu Ghosh, Tamanna Khandelia, Pritishree Panigrahi

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(20), P. 3806 - 3811

Published: May 17, 2023

A Mn(I)-catalyzed site-selective nondirected C3-maleimidation of quinoxaline is established. Herein, the electrophilic C3-metalation precedes over o-directed strategy to access diversely substituted quinoxaline-appended succinimides. The products undergo PIFA-promoted C(sp2)-C(sp3) spirocyclization via π-electrons drifting from aryls and Selectfluor-mediated dehydrogenation succinimide at room temperature.

Language: Английский

Citations

15

Metal-free C(sp3)–H functionalization (C–C and C–N bond formation) of 1,2,3,4-tetrahydroacridines using deep eutectic solvents as catalyst and reaction medium DOI
Thangellapally Shirisha, Subir Majhi, Balasubramanian Sridhar

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(7), P. 1434 - 1440

Published: Jan. 1, 2024

A simple and efficient protocol for the addition of azodicarboxylates (C–N bond) maleimides (C–C at C4-position 1,2,3,4-tetrahydroacridines was achieved under metal-free conditions using deep eutectic solvents with high atom efficiency, regioselectivity, yields.

Language: Английский

Citations

5

Chemo selective C-H alkylation of isoquinolones with maleimides: A combined experimental and computational case study DOI
Devesh Chandra, Nikunj Kumar,

Sumit Sharma

et al.

Molecular Catalysis, Journal Year: 2023, Volume and Issue: 551, P. 113597 - 113597

Published: Nov. 7, 2023

Language: Английский

Citations

12

A C–H functionalization approach to diverse nitrogenous scaffolds through conjugate addition of catalytic allyliron nucleophiles DOI Creative Commons

Sarah G. Scrivener,

Yiming Wang

Chemical Science, Journal Year: 2024, Volume and Issue: 15(23), P. 8850 - 8857

Published: Jan. 1, 2024

Cyclopentadienyliron( ii ) dicarbonyl complexes capable of coordinating to and enhancing the acidity a range unsaturated substrates have emerged as new class base-metal derived catalysts for C–H functionalization.

Language: Английский

Citations

4

Ru(II)-Catalyzed C–H Activation/[4+2] Annulation of Sulfoxonium Ylide with Maleimide: Access to Fused Benzo[e]isoindole-1,3,5-trione DOI
Dattatraya H. Dethe, Vimlesh Kumar, Rahul Das

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(32), P. 6830 - 6834

Published: Aug. 5, 2024

A ruthenium-catalyzed C-H activation and a concomitant [4+2] annulation of sulfoxonium ylide with maleimide have been demonstrated. This tandem reaction results in the formation fused benzo[

Language: Английский

Citations

4

Cp*Co(III)-catalyzed ortho-alkylation/alkenylation of anilides DOI
Yongqi Yu, Jiajia Yu, Ying Li

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A highly practical and efficient Cp*Co( iii )-catalyzed regioselective C–H alkylation/alkenylation of anilides with maleimides acrylates was developed, during which a weakly coordinating amide group functioned as the directing group.

Language: Английский

Citations

0