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Regular version of the site

Article

Synthesis of 2-Azidomethyl-5-ethynylfuran: A New Bio-Derived Self-Clickable Building Block.

Synthesis. 2019. Vol. 51. No. 05. P. 1235-1242.
Romashov Leonid V., Ananikov V. P., Galkin K. I., Kislitsyn P. G.

2-Azidomethyl-5-ethynylfuran, a new ambivalent compound
with both azide and alkyne moieties that can be used as a self-clickable
monomer, is synthesized starting directly from renewable biomass. The
reactivity of the azide group linked to furfural is tested via the efficient
preparation of a broad range of furfural-containing triazoles in good to
excellent yields using a ‘green’ copper(I)-catalyzed azide–alkyne cycloaddition
procedure. Access to new bio-based chemicals and oligomeric
materials via a click-chemistry approach is also demonstrated using
this bio-derived building block.