Ru(II)-Catalyzed One-Pot Synthesis of 1,2-Hydropyridines via a Three-Component Reaction DOI
Juntao Yang, Bingxian Liu, Junbiao Chang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(9), P. 1476 - 1480

Published: March 1, 2023

A ruthenium(II)-catalyzed one-pot synthesis of highly substituted 1,2-dihydropyridines (DHPs) via a three-component reaction system has been realized. The is conducted using simple Ru(II) catalyst without the addition specific ligands. catalytic exhibits good functionality tolerance with wide range starting materials. DHPs obtained can be easily converted into tetrahydropyridines and azabicyclo[4.2.0]octa-4,7-dienes by subsequent reduction or [2 + 2] cycloaddition reaction.

Language: Английский

Gold-catalyzed hydroarylation reactions: a comprehensive overview DOI
Tapas Ghosh,

Joydip Chatterjee,

Sayantika Bhakta

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(36), P. 7151 - 7187

Published: Jan. 1, 2022

Gold-catalyzed hydroarylation reaction offers new pathways for producing complex organic compounds with diverse ring sizes in a highly regio- and stereo-selective approach from available precursors like olefins, alkynes, arenes, aryl halides.

Language: Английский

Citations

28

γ-Amino C(sp3)–H Functionalization of Aliphatic Amines through a Light-Driven Triple Catalysis DOI

Masanari Nakagawa,

Kazunori Nagao, Hirohisa Ohmiya

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(10), P. 8005 - 8012

Published: May 9, 2024

We report intra- and intermolecular γ-amino C(sp3)–H functionalization of aliphatic amines using a vinylsulfone-based HAT (hydrogen atom transfer) auxiliary triple catalysis, which is composed photoredox, cobalt, Brønsted acid catalysts under visible light irradiation. The process accomplishes four elementary steps: (i) electrophilic carbon-centered radical formation on the via MHAT (metal hydride hydrogen reaction, (ii) generation through 1,6-HAT (iii) single-electron oxidation to carbocation equivalents, (iv) nucleophilic substitution with internal or external nucleophiles. As result, this afforded γ-amino-functionalized products, such as azetidines, 1,3-diamine, 1,3-aminoalcohol derivatives.

Language: Английский

Citations

4

Oxygen-, Nitrogen-, and Sulfur-Containing Heterocycles: Recent Advances in De Novo Synthesis and Prospect DOI
Yongpeng Zheng, Jianxiao Li, Wanqing Wu

et al.

Organic Process Research & Development, Journal Year: 2024, Volume and Issue: 28(8), P. 2988 - 3025

Published: July 13, 2024

Language: Английский

Citations

4

The literature of heterocyclic chemistry, part XXII, 2022 DOI
Галина А. Газиева, Yu. B. Evdokimenkova, N. O. Soboleva

et al.

Advances in heterocyclic chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Language: Английский

Citations

0

Electron-Deficient CpRh(III)-Catalyzed C–H Functionalization of N-2-Pyridylanilines: Branch-Selective Alkenylation with Alkenes and Annulation with Alkynes DOI

Wataru Hosoya,

Daisuke Yokose,

Ken Tanaka

et al.

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

Published: March 20, 2025

We report the electron-deficient CpRh(III) [CpERh(III)] complex-catalyzed branch selective alkenylation with aliphatic alkenes and annulation internal alkynes using N-2-pyridylanilines. In these reactions, CpERh(III) catalyst is more active than electron-rich Cp*Rh(III) catalyst, used commonly in C–H activation, reactions proceed a catalytic amount of Cu(II) oxidant under air at lower temperatures conventional methods. From mechanistic considerations, steric repulsion between ligand directing group may be responsible for alkenylation.

Language: Английский

Citations

0

Synthesis of chiral Azetidine and its application in asymmetric synthesis DOI
Xinfeng Ren,

Mengyao Xue,

Xintong Yang

et al.

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155617 - 155617

Published: April 1, 2025

Language: Английский

Citations

0

Synthesis, Molecular Docking, Molecular Dynamics Studies, and In Vitro Biological Evaluation of New Biofunctional Ketoprofen Derivatives with Different N-Containing Heterocycles DOI Open Access
Stanimir Manolov, Dimitar Bojilov, Iliyan Ivanov

et al.

Processes, Journal Year: 2023, Volume and Issue: 11(6), P. 1837 - 1837

Published: June 17, 2023

Herein, we report the synthesis of four new hybrid molecules between ketoprofen or 2-(3-benzoylphenyl)propanoic acid and N-containing heterocyclic compounds, such as piperidine, pyrrolidine, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline. The obtained compounds were fully characterized using 1H- 13C-NMR, UV-Vis, HRMS spectra. Detailed analysis is provided for all novel molecules. assessed their in vitro anti-inflammatory antioxidant activity. lipophilicity hybrids was determined, both theoretically (cLogP) experimentally (RM). affinity to human serum albumin silico by molecular docking study two software, stability predicted complexes evaluated dynamics study. All have shown very good HPSA activity, statistically close when compared reference—quercetin. confirmed results. Tetrahydroquinoline derivative 3c tetrahydroisoquinoline 3d highest albumin. They show stronger action than predecessor, regularly used ibuprofen.

Language: Английский

Citations

8

Recent Advances onα‐Azidoketones and Esters in the Synthesis ofN‐Heterocycles DOI
Lodsna Borkotoky, Ram Awatar Maurya

Asian Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 11(7)

Published: May 31, 2022

Abstract Organic azides have been proven to possess versatile reactivity that is utilized synthesize a large number of molecular scaffolds. Among the azides, α ‐azidoketones and esters widely explored numerous high valued N ‐heterocycles. The enhanced acidity methylene hydrogen atoms by adjacent carbonyl or ester groups α‐azidoketones largely attributes their unique chemical behaviour. It has mostly in two ways: a) directly treated with other reagents basic medium b) they are converted into ‐azidovinylketones through Knoevenagel condensation aldehydes subsequently various access nitrogen heterocycles. This review provides general outlook concise report on towards synthesis ‐heterocycles such as pyrroles, indoles, pyrazoles, imidazoles, triazoles, pyridines, pyrimidine, pyrazine many others.

Language: Английский

Citations

14

Visible-light promoted intramolecular carboamination of alkynes for the synthesis of oxazolidinone-fused isoquinolinones DOI Open Access
Qihang Guo,

Dongpo Lu,

Yihui Mao

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(14), P. 1979 - 1982

Published: Jan. 1, 2023

An efficient method for the synthesis of isoquinolinone derivatives via photopromoted carboamination alkynes is developed. Starting from readily available propargyl alcohol derivatives, polycyclic could be obtained with good aryl and heterocycle tolerance. Both terminal alkyl substituted employed. This protocol operationally easy, easily conducted on a gram-scale. A possible mechanism involving radical addition cyclization following aromatization was proposed.

Language: Английский

Citations

7

Construction of Phenanthridinone Skeletons through Palladium-Catalyzed Annulation DOI Creative Commons
Xin Geng, Heng He, Andrey Shatskiy

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(17), P. 12738 - 12743

Published: Aug. 23, 2023

Herein, a straightforward synthetic approach for the construction of phenanthridin-6(5H)-one skeletons is disclosed. The developed protocol relies on palladium catalysis, providing controlled access to range functionalized phenanthridin-6(5H)-ones in 59-88% yields. Furthermore, plausible reaction pathways are proposed based mechanistic experiments.

Language: Английский

Citations

7