4.7 Article

Rhodium-catalyzed, three-component reaction of diazo compounds with amines and azodicarboxylates

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 347, Issue 4, Pages 531-534

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200404306

Keywords

ammonium ylides; C-N bond formation; diazo compounds; dirhodium acetate; multi-component reaction

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A novel, three-component C-N bond forming reaction is described. Reaction of diazo compounds with both azodicarboxylates and arylamines in the presence of dirhodium acetate catalyst gives good yields of the corresponding aminal with high selectivity and, in most cases, N-H insertion side products were suppressed. This is the first example of a C-N bond formation from the addition of ammonium ylides to azodicarboxylates.

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