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Iridium-catalyzed cycloaddition of azides and 1-bromoalkynes at room temperature.

Organic letters (2013-09-10)
Evelia Rasolofonjatovo, Sewan Theeramunkong, Alexandra Bouriaud, Sergii Kolodych, Manon Chaumontet, Frédéric Taran
ABSTRACT

Iridium dimer complexes were found to catalyze the [3 + 2] cycloaddition reaction of azides with bromoalkynes, yielding 1,5-disubstituted 4-bromo-1,2,3-triazoles in reasonable to excellent yields under mild conditions. The reaction offers a direct route to new 1,4,5-trisubstituted triazoles.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Iridium, powder, 99.9% trace metals basis
Sigma-Aldrich
Iridium, wire, diam. 0.15 mm, 99.9% trace metals basis
Sigma-Aldrich
Iridium, evaporation slug, diam. × L 0.6 cm × 1.2 cm, 99.9% trace metals basis
Sigma-Aldrich
Iridium, black, powder, −200 mesh, ≥99% trace metals basis
Sigma-Aldrich
Iridium, foil, thickness 0.25 mm, 99.9% trace metals basis