Germanyl triazoles as a platform for CuAAC diversification and chemoselective orthogonal cross-coupling

Halford-McGuff, John M. and Richardson, Thomas M. and McKay, Aidan P. and Peschke, Frederik and Burley, Glenn A. and Watson, Allan J. B. (2024) Germanyl triazoles as a platform for CuAAC diversification and chemoselective orthogonal cross-coupling. Beilstein Journal of Organic Chemistry, 20. pp. 3198-3204. ISSN 1860-5397 (https://doi.org/10.3762/bjoc.20.265)

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Abstract

We report the synthesis of germanyl triazoles formed via a copper-catalysed azide–alkyne cycloaddition (CuAAC) of germanyl alkynes. The reaction is often high yielding, functional group tolerant, and compatible with complex molecules. The installation of the Ge moiety enables further diversification of the triazole products, including chemoselective transition metal-catalysed cross-coupling reactions using bifunctional boryl/germyl species.