4,6‐Dihydroxysalicylic Acid‐Catalyzed Oxidative Olefination of Methyl N‐Heteroarenes with Benzyl Amines DOI
Chunping Dong, Yumei Wang, Shiyu Chen

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(29)

Published: July 7, 2023

Abstract Benzyl amines were deaminated for the olefination of methyl N ‐heteroarenes such as quinolines, benzothiazoles, and quinoxalines catalyzed by 4,6‐dihydroxysalicylic acid with only 1 mol % catalyst loading. A wide range ‐heteroaryl stilbenoids synthesized in yields 42 to 96 using oxygen (1 atm) sole oxidant. not behaves an organocatalyst oxidation benzyl imine intermediates, but also provides acidic reaction condition olefinations. Gram scale synthesis two pharmaceutically relevant conjugated olefins successful this methodology.

Language: Английский

Novel route of neocuproine functionalization DOI
Ekaterina S. Spesivaya, Dzhamilya N. Konshina, Ф. А. Колоколов

et al.

Russian Chemical Bulletin, Journal Year: 2025, Volume and Issue: 74(1), P. 110 - 114

Published: Jan. 1, 2025

Language: Английский

Citations

0
Synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin, indole and thiophene DOI Creative Commons

Bingyi Zhou,

Xinxin Yuan, Liangxin Fan

et al.

Journal of Saudi Chemical Society, Journal Year: 2022, Volume and Issue: 26(6), P. 101572 - 101572

Published: Nov. 1, 2022

A series of novel 1-(β-coumarinyl)-1-(β-indolyl)-1-(α-thiophenyl)trifluoroethane derivatives 5aaa-5hdb were prepared by one-pot reaction from 3-(trifluoroacetyl)coumarin with indole and α-substituted thiophene. Their structures confirmed 1H NMR, 13C 19F HRMS X-ray single crystal diffraction, their antifungal activities against F. moniliforme, graminearum, oxysporum, R. solani P. nicotianae evaluated. The title compounds displayed significant to moderate in vitro activity when compared the standard drug triadimefon. Among synthesized compounds, compound 5bfa showed highest inhibitor rate 83.5 % at 0.500 mg/mL solani, while 5ada 73.3 graminearum.

Language: Английский

Citations

14
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

6
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
4,6‐Dihydroxysalicylic Acid‐Catalyzed Oxidative Olefination of Methyl N‐Heteroarenes with Benzyl Amines DOI
Chunping Dong, Yumei Wang, Shiyu Chen

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(29)

Published: July 7, 2023

Abstract Benzyl amines were deaminated for the olefination of methyl N ‐heteroarenes such as quinolines, benzothiazoles, and quinoxalines catalyzed by 4,6‐dihydroxysalicylic acid with only 1 mol % catalyst loading. A wide range ‐heteroaryl stilbenoids synthesized in yields 42 to 96 using oxygen (1 atm) sole oxidant. not behaves an organocatalyst oxidation benzyl imine intermediates, but also provides acidic reaction condition olefinations. Gram scale synthesis two pharmaceutically relevant conjugated olefins successful this methodology.

Language: Английский

Citations

3