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À propos de : Palladium-Catalyzed Allylic Coupling of1,2,3-Triazolo[4,5-d]pyrimidines (8-Azapurines)        

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  • Palladium-Catalyzed Allylic Coupling of1,2,3-Triazolo[4,5-d]pyrimidines (8-Azapurines)
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  • The palladium-catalyzed coupling of the sodium salt of7-amino-1,2,3-triazolo[4,5-d]pyrimidine(8-azaadenine, 1) with allylic phosphates or carbonates resultedin mixtures of 2- and 3-substituted1,2,3-triazolopyrimidines, which were separated by chromatography.1-Substituted triazolopyrimidines were not isolated from these reactions. Regioselectivity(and stereoselectivity) was alsoobserved for substitution of the allylic moiety when more than oneisomer is possible from thereaction. The use of5-amino-1,2,3-triazolo[4,5-d]pyrimidin-7-ones(8-azaguanine, 2), instead of8-azaadenine, also resulted in mixtures. Alternate syntheses ofthe 3-allyl-1,2,3-triazolo[4,5-d]pyrimidines confirmed the structures of these compounds.
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