Straightforward pyrimidine ring construction: A versatile tool for the synthesis of nucleobase and nucleoside analogues
A general route to 1,2,4-trisubstituted pyrimidines is described in one to three steps from a common key precursor, diazadienium iodide 2. An efficient preliminary [4+2] cyclocondensation reaction between the azabutadiene building block 2 and various iso(thio)cyanates constitutes an original construction of the pyrimidine skeleton. Subsequent structural modifications on the heterocycle allow the elaboration of a 1-substituted pyrimidine library that includes nucleoside analogues. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Robin, Aelig,Julienne, Karine,Meslin, Jean-Claude,Deniaud, David
p. 634 - 643
(2007/10/03)
An efficient synthesis of 1-substituted uracil ring systems and their thio analogues
A facile and simple regioselective synthesis of uracils and their thio analogues has been achieved by cyclocondensation of a common precursor, diazadienium iodide 1, and isothiocyanates 2a,b. The key step in this synthetic process is the preparation of 4-
Robin, Aélig,Julienne, Karine,Raimbault, Sophie,Meslin, Jean-Claude,Deniaud, David
p. 2805 - 2807
(2007/10/03)
NOVEL RING TRANSFORMATION REACTIONS AND THEIR APPLICATIONS TO THE SYNTHESES OF POTENTIAL ANTICANCER HETEROCYCLIC COMPOUNDS
Novel heterocyclic ring trasformation reactions developed recently in our laboratory are described.They include pyrimidine to pyrimidine, pyrimidine to pyridine transformations.Also discussed are novel one-step procedures for conversion of 1,3-dimethyluracil derivatives into the pyridopyrimidine system.Some applications of these novel reactions to the syntheses of compounds of biological interest are also described.
Watanabe, K. A.,Su, T.-L.,Pankiewicz, K. W.,Harada, K.
p. 289 - 307
(2007/10/02)
Permanganate oxidation of 4-thiouracil derivatives. Isolation and properties of I-substituted 2-pyrimidone 4-sulfonates.