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Angew Chem Int Ed Engl. 2015 Jan 12;54(3):883-7. doi: 10.1002/anie.201409845. Epub 2014 Nov 10.

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

Author information

1
School of Pharmaceutical Engineering & Life Science, Changzhou University, Changzhou 213164 (China).

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.

KEYWORDS:

cross-coupling; cyclization; diazo compounds; gold; homogeneous catalysis

PMID:
25385462
DOI:
10.1002/anie.201409845

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