Strain-promoted azide–alkyne cycloaddition enhanced by secondary interactions
Azide-alkyne cycloaddition of cyclooct-2-yn-1-ol and 2-(azidophenyl)boronic acid proceeded rapidly at room temperature with complete regioselectivity to afford a triazole having a boronate ester group. The secondary interaction to form a boronate ion contributed to cycloaddition rate acceleration and the control of regioselectivity. The interaction to form an imine or hemiaminal was also evaluated.
Authors
- Jun‐ichi Matsuo (ORCID: https://orcid.org/0000-0003-3667-7657)
- Shohei Hamada (ORCID: https://orcid.org/0000-0003-4352-0017)
- Riko Yoshikawa
Institutions
- Kanazawa University (JP)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d4ob01752h
- Citations
- 5
- Primary Topic
- Click Chemistry and Applications
- Type
- article
- Field-Weighted Citation Impact
- 4.68
Funders
- Japan Society for the Promotion of Science