General Synthesis of 2-Substituted Benzoxazoles Based on Tf<sub>2</sub>O-Promoted Electrophilic Activation of Tertiary Amides

General Synthesis of 2-Substituted Benzoxazoles Based on Tf<sub>2</sub>O-Promoted Electrophilic Activation of Tertiary Amides

We report a method for the synthesis of 2-substituted benzoxazoles from tertiary amides and 2-aminophenols in the presence of triflic anhydride (Tf<sub>2</sub>O) and 2-Fluoropyridine (2-F-Pyr). The cascade reaction involves the activation of the amide carbonyl group by Tf<sub>2<...

Full description

Saved in:
Bibliographic Details
Main Authors: Hongchen Li, Xingyong Wang, Fujun Zhao, Lu Wang, Songbao Fu
Format: Article
Language:English
Published: MDPI AG 2025-03-01
Series:Molecules
Subjects:
benzoxazoles
electrophilic activation
triflic anhydride
tertiary amides
Online Access:https://www.mdpi.com/1420-3049/30/7/1510
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:We report a method for the synthesis of 2-substituted benzoxazoles from tertiary amides and 2-aminophenols in the presence of triflic anhydride (Tf<sub>2</sub>O) and 2-Fluoropyridine (2-F-Pyr). The cascade reaction involves the activation of the amide carbonyl group by Tf<sub>2</sub>O, nucleophilic addition, intramolecular cyclization, and elimination. Furthermore, we explore the scope of this method by varying both the amide and 2-aminophenol substrates, highlighting its versatility in the synthesis of a wide range of functionalized benzoxazole derivatives.
ISSN:1420-3049

Similar Items