2879-15-4Relevant articles and documents
Concise Xanthine Synthesis through a Double-Amidination Reaction of a 6-Chlorouracil with Amidines using Base-Metal Catalysis
Morel, Bénédicte,Franck, Philippe,Bidange, Johan,Sergeyev, Sergey,Smith, Dan A.,Moseley, Jonathan D.,Maes, Bert U. W.
, p. 624 - 628 (2017/02/15)
A new and concise route towards xanthines through a double-amidination reaction is described; consecutive intermolecular C?Cl and intramolecular oxidative C?H amidination. N-uracil amidines are obtained through SNAE on a 6-chlorouracil with amidines. Direct Cu-catalyzed oxidative C?H amidination on these N-uracil amidines yields polysubstituted xanthines. Sustainable oxidants, tBu2O2or O2, can be used in this oxidase-type reaction. The protocol allows for the introduction of N1, N3, N7, and C8 substituents during the xanthine-scaffold construction, thus avoiding post-functionalization steps. Both 6-chlorouracils and amidines are readily available commercially or through synthesis.
A CONVERSION OF OXADIAZOLOPYRIMIDINE 1-OXIDES INTO PURINES
Yoneda, Fumio,Tachibana, Takako,Tanoue, Junko,Yano, Tetsumi,Sakuma, Yoshiharu
, p. 341 - 344 (2007/10/02)
Treatment of oxadiazolopyrimidine 1-oxides with amines led to the formation of the corresponding 8-substituted purine derivatives, along with other heterocyclic compounds in some cases.
