General Synthesis of 2-Substituted Benzoxazoles Based on Tf2O-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</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.
Authors
- Xingyong Wang (ORCID: https://orcid.org/0000-0002-6047-8722)
- Hongchen Li
- Fei Zhao (ORCID: https://orcid.org/0000-0001-6698-5568)
- Lu Wang (ORCID: https://orcid.org/0000-0002-7988-2741)
- Songbao Fu
Institutions
- Tsinghua University (CN)
Publication Details
- Journal
- Molecules
- Published
- 2025-03-28
- DOI
- https://doi.org/10.3390/molecules30071510
- Primary Topic
- Advanced Synthetic Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00