Visible-light-induced radical difluoromethylation/cyclization of biarylvinyl azides: facile access to CF2H-labelled phenanthridines DOI

Guojie Yin,

Jingjing Huang, Peng Fei Hu

et al.

Journal of Fluorine Chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 110372 - 110372

Published: Nov. 1, 2024

Language: Английский

Discovery of Crinasiadine, Trisphaeridine, Bicolorine, and Their Derivatives as Anti-Tobacco Mosaic Virus (TMV) Agents DOI Open Access
Zhan Hu, Jincheng Guo, Dejun Ma

et al.

International Journal of Molecular Sciences, Journal Year: 2025, Volume and Issue: 26(3), P. 1103 - 1103

Published: Jan. 27, 2025

Plant viral diseases cause great harm to crops in terms of yield and quality. Natural products have been providing an excellent source novel chemistry, inspiring the development synthetic pesticides. The Amaryllidaceae alkaloids crinasiadine (3a), trisphaeridine (4a), bicolorine (5a) were selected as parent structures, a series their derivatives designed, synthesized, investigated for anti-plant virus effects first time. Compounds 13b 18 exhibited comparable inhibitory activities ningnanmycin against tobacco mosaic (TMV). Preliminary research into mechanism, involving transmission electron microscopy molecular docking studies, suggests that compound may interfere with elongation phase TMV assembly process. This study provides some important information agrochemicals phenanthridine structures.

Language: Английский

Citations

1

Visible-Light-Induced Glycosylation/Annulation of 2-Isocyanobiaryls and Glycosyl NHP Esters to Access Nonclassical Heteroaryl C-Glycosides DOI

Guanghui Lv,

Yangyang Wang,

Penghua Zhang

et al.

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

Published: Jan. 13, 2025

A photoredox-promoted cascade glycosylation/cyclization reaction of 2-isocyanobiaryls and glycosyl NHP esters was established for the synthesis nonclassical heteroaryl C-glycosides. This methodology is characterized by an exceedingly simple system, high diastereoselectivity, good functional group tolerance. In contrast to traditional strategies, this innovative approach circumvents need temperature, transition metal, photocatalyst, offering environmentally friendly efficient protocol.

Language: Английский

Citations

0

Visible-light-induced radical cascade cyclization of 2-isocyanobiaryls via 1,5-hydrogen atom transfer (1,5-HAT) DOI

Yafei Zhu,

Penghua Zhang,

Xingqin Tian

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

We reported the first example of visible-light-induced radical cascade cyclization 2-isocyanobiaryls via 1,5-HAT, which is characterized by broad substrate scope, excellent functional group compatibility and no requirement any metals base.

Language: Английский

Citations

0

Photochemical Decarboxylative Radical Alkylation/Cyclization Reaction to Fused Nitrogen Heterocycles by LiI/PPh3 Catalysis DOI

Jia‐Li Sui,

Xin‐Qian Liu,

Shun‐Dan Li

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 10, 2024

Comprehensive Summary A visible‐light‐induced decarboxylative radical cascade cyclization reaction between N ‐(2‐cyanoaryl)‐acrylamides and alkyl ‐(acyloxy)phthalimide (NHPI esters) for the construction of phenanthridine derivatives has been developed. This approach utilizes lithium iodide (LiI) triphenylphosphine (PPh 3 ) as redox catalysts is produced through photoactivation electron donor‐acceptor (EDA) complex. series primary, secondary, tertiary alkyl‐substituted phenanthridines are prepared in up to 82% yield without transition‐metal catalysts, chemical oxidants, or metal‐/organic dye‐based photocatalysts.

Language: Английский

Citations

1

Transition-Metal Free Approaches to Access N-Heterocycles and Valuable Intermediates from Aryldiazonium Salts DOI
Mani Ramanathan, Ziad Moussa

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Development of novel and efficient synthetic methods to achieve valuable N-heterocycles from aryldiazonium salts has been an important research area in organic chemistry for several decades.

Language: Английский

Citations

1

Trifunctionalization of C=C Bonds in Vinyl Azides to Access Densely Functionalized Phenanthridines Enabled by the NCS/AgNO2 System DOI

Shaobo Ren,

Jian Zhu, Yunkui Liu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(29), P. 5982 - 5986

Published: Jan. 1, 2024

An unprecedented trifunctionalization of CC bonds in 2-(1-azidovinyl)-1,1'-biphenyls has been successfully achieved using the NCS/AgNO

Language: Английский

Citations

0

1,1′-Diarylethylene as a Key Additive for the Visible Light Synthesis of Bioactive Dihydrobenzo[a]phenanthridine Compounds DOI
Kena Zhang, Christine Tran,

Jun Yan

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(20), P. 15117 - 15136

Published: Oct. 1, 2024

This study introduces a straightforward synthetic approach for generating 7,8-dihydrobenzo[

Language: Английский

Citations

0

Visible-light-induced radical difluoromethylation/cyclization of biarylvinyl azides: facile access to CF2H-labelled phenanthridines DOI

Guojie Yin,

Jingjing Huang, Peng Fei Hu

et al.

Journal of Fluorine Chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 110372 - 110372

Published: Nov. 1, 2024

Language: Английский

Citations

0