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An efficient and sustainable organocatalyst-catalyzed protocol for the synthesis of structurally diverse pyrimidine fused uracils  via  the oxidative insertion of alcohols into  N -uracil amidines has been developed. With 1.2 equiv. of PhI(OAc) 2  in combination with 10 mol% of TEMPO as the catalyst and Cs 2 CO 3  as the base, this protocol has been applied to synthesize a small library of pyrimidine fused uracils in high yields. The PhI(OAc) 2 /TEMPO-catalyzed oxidation of alcohol  in-situ  generated an aldehyde intermediate, which is subsequently reacted with  N -uracil amidine to provide the highly functionalized pyrimidine fused uracils. The protocol is operationally simple, and applicable to a broad range of alcoholic substrates, making it highly practical approach for the preparation of pyrimidine fused uracils of biological significance.

Synthesis of highly substituted pyrimidine fused uracils by PhI(OAc) 2 /TEMPO-catalyzed oxidative insertion of alcohols into N -uracil amidines