BF<sub>3</sub>·OEt<sub>2</sub>-Mediated Cascade Synthesis of 4<i>H</i>-3,1-Benzoxazines from 2-Azidobenzaldehydes and Homoallylic Alcohols
Herein, we developed a methodology for the synthesis of 4<i>H</i>-3,1-benzoxazine derivatives by utilizing 2-azidobenzaldehydes and homoallylic alcohols in the presence of BF<sub>3</sub><b>·</b>OEt<sub>2</sub> in moderate to good yields. This reaction proceeds via retro-Prins reaction, followed by nucleophilic attack by azide and subsequent elimination of nitrogen and proton. In addition, the method was successfully applied for the synthesis of triazole compounds via the click reaction.
Authors
- Biman Medhi (ORCID: https://orcid.org/0000-0001-6747-1358)
- Surjya Kumar Bora (ORCID: https://orcid.org/0000-0002-8175-7501)
- Anil K. Saikia (ORCID: https://orcid.org/0000-0002-3721-8156)
- Manabendra Sarma (ORCID: https://orcid.org/0000-0002-5200-2273)
Institutions
- Indian Institute of Technology Guwahati (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-05-05
- DOI
- https://doi.org/10.1021/acs.joc.5c00255
- Primary Topic
- Click Chemistry and Applications
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- Ministry of Education, India
- Indian Institute of Technology Guwahati
- Science and Engineering Research Board