Strain-promoted azide-alkyne cycloaddition enhanced by the secondary interactions

29 October 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

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 covalent interaction of the boronate ester contributed to the rate acceleration and the control of regioselectivity. The interaction of an imine was also evaluated.

Keywords

Azide
alkyne
cycloaddition
cyclooctyne
boronate ester
imine
secondary interaction

Supplementary materials

Title
Description
Actions
Title
The supporting imformation
Description
Experimental procedures, 1H and 13C NMR spectra of new compounds
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