Synthesis of naphtholactams and their biological evaluation against Pseudomonas aeruginosa DOI Creative Commons

Hugo Amistadi‐Revol,

Benjamin Baëtz, Shanshan Liu

et al.

ARKIVOC, Journal Year: 2023, Volume and Issue: 2024(2)

Published: Oct. 24, 2023

The naphtholactam scaffold can be found in a lot of natural products or bioactive compounds, with some previous reports highlighting its antibacterial properties.In this context, we report the synthesis library naphtholactams bearing various functional groups and their biological evaluation against bacterium Pseudomonas aeruginosa.Their was accomplished through concise three-step process, from readily available naphthaldehydes, involving palladium-catalyzed C8-bromination followed by an oxidation/lactam formation sequence.

Language: Английский

Recent progress in visible light‐driven halogenation: Chlorination, bromination, and iodination DOI

Anh Thu Nguyen,

Houng Kang, Truong Giang Luu

et al.

Bulletin of the Korean Chemical Society, Journal Year: 2024, Volume and Issue: 45(9), P. 738 - 758

Published: Sept. 1, 2024

Abstract Halogenation is one of the most important transformations in organic synthesis. Halogenated compounds are employed many reactions to prepare useful molecules. Many methods have been developed introduce halogens into different compounds. Visible light‐mediated efficient, low‐toxic, and mild‐condition applied for various chemistry transformations. Remarkably, there has an increasing development application visible light‐induced halogenation recent years. Herein, we present a comprehensive summary including chlorination, bromination, iodination under light irradiation since 2020.

Language: Английский

Citations

5
Ligand-Promoted Remote γ-C(sp3)–H Chlorination and Bromination of Alcohols DOI

Yang-Yang Tu,

Jun Luo, Chao Jiang

et al.

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

Published: Feb. 4, 2025

Herein, we report a Pd(II)-catalyzed protocol f-C(sp3)–H chlorination and bromination of aliphatic alcohols using NCS NBS as the halogenating reagents. The addition 2-pyridone ligand base was crucial to success reaction. method showed excellent functional group tolerance. gram-scale reaction facile removal directing demonstrated its potential application in synthesis γ-chloro or bromo containing quaternary carbon.

Language: Английский

Citations

0
C−H Functionalization of Aldehydes and Ketones with Transient Directing Groups: Recent Developments DOI

Hugo Amistadi‐Revol,

Shanshan Liu, Sébastien Prévost

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(31)

Published: July 4, 2023

Abstract In order to directly functionalize C−H bonds of complex molecules and, in particular, control the regioselectivity reaction, a wide range directing groups has been used. However, these need be installed and removed for further applications, which may limit use activation synthesis. Concerning aldehydes ketones, transient group strategy recently emerged overcome this drawback. The addition an additive, general amine, allowed situ formation real achieve activation. This review presents latest developments field over period 2020–2023.

Language: Английский

Citations

9
Palladium‐Catalyzed C8‐Fluoroalkylation and C8‐Fluoroalkenylation of Naphthalenes by C−H Activation DOI

Hugo Amistadi‐Revol,

Julie Tremblais,

Nicolas Casaretto

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(20)

Published: March 7, 2024

Abstract In this study, two novel C8‐functionalization methods of 1‐carbonylnaphthalenes were developed. Leveraging iodonium triflates as coupling partners, we disclose palladium‐catalyzed C8‐fluoroalkylation and C8‐fluoroalkenylation processes. These protocols exhibit broad applicability across diverse naphthalene derivatives, owing to carbonyl directing groups at the C1 position which can be retained for subsequent applications or selectively removed, enhancing versatility developed methodologies.

Language: Английский

Citations

2
Recent advances in site-selective C H functionalization of naphthalenes: An update 2020–2024 DOI
Jia‐Wei Li, Xiaohong Chen,

Wenke Dong

et al.

Tetrahedron Letters, Journal Year: 2024, Volume and Issue: 154, P. 155370 - 155370

Published: Nov. 17, 2024

Language: Английский

Citations

0
Synthesis of naphtholactams and their biological evaluation against Pseudomonas aeruginosa DOI Creative Commons

Hugo Amistadi‐Revol,

Benjamin Baëtz, Shanshan Liu

et al.

ARKIVOC, Journal Year: 2023, Volume and Issue: 2024(2)

Published: Oct. 24, 2023

The naphtholactam scaffold can be found in a lot of natural products or bioactive compounds, with some previous reports highlighting its antibacterial properties.In this context, we report the synthesis library naphtholactams bearing various functional groups and their biological evaluation against bacterium Pseudomonas aeruginosa.Their was accomplished through concise three-step process, from readily available naphthaldehydes, involving palladium-catalyzed C8-bromination followed by an oxidation/lactam formation sequence.

Language: Английский

Citations

0