Palladium Nanoparticles Catalyzed Alkylation of 2-Alkylazaarenes with Activated Carbonyl Compounds DOI

Synfacts, Journal Year: 2019, Volume and Issue: 15(12), P. 1419 - 1419

Published: Nov. 18, 2019

Key words palladium catalysis - nanoparticles alkylation keto amides alkylazaarenes C–H functionalization

Language: Английский

C(sp3)‐H Functionalization of 2‐Methyl Azaarenes: Highly Facile Approach to Aza‐Heterocyclic Compounds DOI

Dandugula Sneha Latha,

Srinivasarao Yaragorla

European Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 2020(15), P. 2155 - 2179

Published: March 18, 2020

Quinolines and their derivatives have always been promising leads for drug discovery, material applications designing new catalysts. In the past decade, C(sp 3 )‐H functionalization of 2‐methyl azaarenes, particularly quinolines, has become one highly facile synthetic routes generation chemical libraries quinolines. this minireview, we showcase endeavors on

Language: Английский

Citations

38

Facile Synthesis of Quinoline-Substituted 3-Hydroxy-2-oxindoles and 3-Amino-2-oxindoles via a Palladium-Catalyzed Cascade Intramolecular Cyclization/Intermolecular Nucleophilic Addition Reaction DOI

Huawei Lin,

Xinyan Hu, Bing Han

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 3413 - 3418

Published: Feb. 20, 2024

An efficient cascade intramolecular cyclization/intermolecular nucleophilic addition reaction of allenyl benzoxazinone with isatin or isatin-derived ketimine has been established by using Pd0-π-Lewis base catalysis. A series 3-hydroxy-2-oxindoles and 3-amino-2-oxindoles quaternary carbon atoms at the C3 position were synthesized in good yields under mild conditions through this protocol.

Language: Английский

Citations

4

Metal-Free Amidation and Selenoamidation of 2-Methylquinolines with Secondary Amines Using Selenium Dioxide, and Antibacterial Evaluation of the Products DOI
Venkata Rao Kaki, Arbaz Sujat Shaikh,

Mahipal Singh Rathod

et al.

Synlett, Journal Year: 2025, Volume and Issue: unknown

Published: March 6, 2025

Abstract We report a metal-free protocol for the amidation and selenoamidation of 2-methylquinolines by using selenium dioxide as key reagent. This method offers several advantages, including ease operation, short reaction time (15 min), moderate to excellent yields (50–90%). The demonstrates broad substrate tolerance, various secondary amines 2-methyl heterocycles such pyridine benzothiazole. applicability was further highlighted through late-stage functionalization ciprofloxacin, yielding bioactive hybrid molecule with remarkable MIC value 0.195 μg/mL.

Language: Английский

Citations

0

Palladium Nanoparticle-Catalyzed Stereoselective Domino Synthesis of 3-Allylidene-2(3H)-oxindoles and 3-Allylidene-2(3H)-benzofuranones DOI

Naziya Parveen,

Govindasamy Sekar

The Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 85(7), P. 4682 - 4694

Published: March 11, 2020

A single-step, stereoselective protocol for the synthesis of unsymmetrically substituted (E)-3-allylideneoxindole and (E)-3-allylidenebenzofuran from readily accessible starting materials using palladium binaphthyl nanoparticles (Pd-BNPs) has been developed. Pd-BNP showing a wide range functional group tolerance an immense array substrate scope have explored with successful drug molecule "tubulin polymerization inhibitor" free trace metal impurities. The model reaction is extended to gram-scale synthesis, one products utilized derivatization. recycled up 5 catalytic cycles without any loss in yields particle size nanoparticles.

Language: Английский

Citations

22

Direct Integration of Phthalazinone and Succinimide Scaffolds via Rh(III)‐Catalyzed C−H Functionalization DOI

Yong Sun Cho,

Hak Do Kim,

Euntaek Kim

et al.

Asian Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 10(1), P. 202 - 209

Published: Sept. 24, 2020

Abstract The development of new methods for the direct synthesis bioactive molecules is a pivotal topic in organic and medicinal chemistry. Herein, we describe rhodium(III)‐catalyzed C−H functionalization N ‐aryl phthalazinones with maleimides. complete site‐selectivity broad functional group tolerance are observed. Notably, this protocol allows integration succinimides, which vital motifs found natural products pharmaceuticals.

Language: Английский

Citations

18

Palladium Nanoparticle-Catalyzed Stereoselective Domino Synthesis of All-Carbon Tetrasubstituted Olefin Containing Oxindoles via Carbopalladation/C–H Activation DOI

Naziya Parveen,

Govindasamy Sekar

The Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 85(16), P. 10514 - 10524

Published: Aug. 5, 2020

The binaphthyl stabilized palladium nanoparticles (Pd-BNP) catalyzed single-step, stereoselective domino synthesis of symmetrically and unsymmetrically all-carbon tetrasubstituted olefin containing oxindoles from readily accessible anilides has been developed. Pd-BNP catalyst showed a wide range functional group tolerance that enabled building library heteroaromatics. This reusable Pd reflected its utility in the biologically important AMP-activated protein kinase deprived any metal contamination. nanocatalyst was easily recovered reused five times without appreciable loss particle size or catalytic activity.

Language: Английский

Citations

15

Catalyst- and solvent-free coupling of 2-methyl quinazolinones and 3-(trifluoroacetyl)coumarins: An environmentally benign access of quinazolinone derivatives DOI Creative Commons

Xiaodan Chang,

Liangxin Fan, Lijun Shi

et al.

Journal of Saudi Chemical Society, Journal Year: 2023, Volume and Issue: 27(2), P. 101621 - 101621

Published: Feb. 25, 2023

An environmentally benign highly atom-economic protocol for the construction of CC bond has been developed under catalyst- and solvent-free conditions. This involves efficient coupling 2-methyl quinazolinones with 3-(trifluoroacetyl)coumarins access quinazolinone derivatives in excellent yields (up to 90 %). The crystal structure compound 3di was investigated by X-ray diffraction analysis. biological activities, such as vitro antifungal activity against Fusarium graminearum, moniliforme, oxysporum, Phytophthora parasitica var nicotianae, Rhizoctonia solani Kuhn, were investigated. bioassay results indicated that most target products exhibited promising fungicidal 3 cl 95 % R. solani, an EC50 value 10.6 μg/mL.

Language: Английский

Citations

5

Catalyst-Free Synthesis of Novel α-Trifluoromethylated Tertiary Alcohols Bearing Azaarenes as Potential Antifungal Agents DOI
Nan Yang, Zhuang Wu, Mingxin Wang

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: unknown, P. 140042 - 140042

Published: Sept. 1, 2024

Language: Английский

Citations

1

Recent Progress in Transition Metal-Catalyzed C—H Bond Activation of N-Aryl Phthalazinones DOI Open Access

Haichun Gu,

Xinxin Jin, Jiaqi Li

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 42(9), P. 2682 - 2682

Published: Jan. 1, 2022

Language: Английский

Citations

5

Alkylation of α‐Oxo‐Compounds through C(sp3)‐H Functionalization of 2‐Methyl Quinolines Under Catalyst‐ and Solvent‐Free Conditions DOI

Yadavalli Subba Rao,

Dandugula Sneha Latha,

Nagaraju Devunuri

et al.

European Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 2020(27), P. 4134 - 4145

Published: June 8, 2020

Highly facile approach of chemoselective alkylation α‐oxo compounds such as α‐keto amides, esters, isatins, and cyclic‐α‐diketones is developed through C(sp 3 )‐H functionalization 2‐methyl quinolines under solvent catalyst‐free conditions. Further, we complemented the efficacy this green synthetic protocol by demonstrating broad substrate diversity, gram‐scale synthesis, new transformations obtained products.

Language: Английский

Citations

6