Work

Direct Synthesis of 2-(4-Hydroxyphenoxy)benzamide Derivatives from 2-Aryloxybenzamide via PhIO-Mediated Oxidation Reaction

Year: 2024

Type: article

Abstract: The 2-(4-hydroxyphenoxy)benzamide scaffold is frequently found in a variety of bioactive compounds, displaying a broad spectrum of properties, such as antibacterial and antitumor effects. In this study, we developed a new method for synthesizing 2-(4-hydroxyphenoxy)benzamide derivatives from 2-aryloxybenzamide via a PhIO-mediated oxidation reaction. The optimal reaction conditions were established as follows: TFA was used as the solvent, PhIO served as the oxidant with a substrate-to-oxidant ratio of 1:2, and the reaction was conducted at room temperature. This method, characterized by mild reaction conditions, broad applicability, and a metal-free nature, considerably improves the accessibility of 2-(4-hydroxyphenoxy)benzamide derivatives, which have been challenging to prepare using previously reported methods.

Source: Molecules

DOI: 10.3390/molecules29246048

Authors: Zhenhua Shang, Dechen Jiao, Haoran Cheng, Daowei Huang

Institution: Hebei University of Science and Technology

Language: English

Topic: Oxidative Organic Chemistry Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $3,069

Funder: Natural Science Foundation of Hebei Province