Gold(I)-catalyzed diazo cross-coupling: A selective and ligand-controlled denitrogenation/cyclization cascade

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Abstract

An unprecedented gold-catalyzed ligand-controlled cross-coupling of diazo compounds by sequential selective denitrogenation and cyclization affords N-substituted pyrazoles in a position-switchable mode. This novel transformation features selective decomposition of one diazo moiety and simultaneous preservation of the other one from two substrates. Notably, the choice of the ancillary ligand to the gold complex plays a pivotal role on the chemo- and regioselectivity of the reactions.

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Xu, G., Zhu, C., Gu, W., Li, J., & Sun, J. (2015). Gold(I)-catalyzed diazo cross-coupling: A selective and ligand-controlled denitrogenation/cyclization cascade. Angewandte Chemie - International Edition, 54(3), 883–887. https://doi.org/10.1002/anie.201409845

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