Efficient synthesis of 5-perfluoroalkyl and 5-perfluoroacyl-substituted uracils

Citation
L. Strekowski et al., Efficient synthesis of 5-perfluoroalkyl and 5-perfluoroacyl-substituted uracils, HETEROCYC C, 4(5), 1998, pp. 399-401
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLIC COMMUNICATIONS
ISSN journal
07930283 → ACNP
Volume
4
Issue
5
Year of publication
1998
Pages
399 - 401
Database
ISI
SICI code
0793-0283(1998)4:5<399:ESO5A5>2.0.ZU;2-9
Abstract
A novel synthetic route to a 5-CnF2n+1-substituted uracil 4 involves coupli ng of 5-bromo-2,4-diethoxypyrimidine (2) with CnF2n+1I in the presence of c opper bronze followed by acid hydrolysis of the resultant product 3. Hydrol ysis of 4 in aqueous NaOH furnishes a Cn-1F2n-1-carbonyl-substituted uracil 7 in high yield.