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Thermal and rhodium acetate catalyzed reactions of 5-diazouracil with nucleophiles

โœ Scribed by Naresh C. Mathur; Harold Shechter

Book ID
104228510
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
254 KB
Volume
31
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

In the presence of rhodium acetate 5diazouracil reacts with varied secondary amines, azoles and thiols to give 5-substituted-uracils efficiently.

5Diazouracil (1) is a significant bactericidela and carcinostatlb. As yet, however, reactions of 1 with nucleophiles am not been well defmed. k-f Water and methanol add to the l&double bond in 1 to give 5-d&o-6hydroxydihydrouracil(2a) and 5-diazo-6-methoxydihydrouracil(2b). nspectively.lc~d Primary amines and 2b

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Rhodium has proven to be an extremely useful metal due to its ability to catalyze an array of synthetic transformations, with quite often-unique selectivity. Hydrogenation, C-H activation, allylic substitution, and numerous other reactions are catalyzed by this metal, which presumably accounts for t