Syntheses of 4‐[(1H,3H)‐Pyrimidine‐2,4‐Dion‐1‐yl]‐ and 4‐[(1H,3H)‐5‐Methylpyrimidine‐2,4‐Dion‐1‐yl]‐1,6‐Heptadienes

Abstract

Heptadienes containing nucleic bases are attractive building blocks for the synthesis of carbocyclic oligonucleotide analogs. Herein, we report an alternative synthetic route to 4‐[(1H,3H)‐pyrimidine‐2,4‐dion‐1‐yl]‐1,6‐heptadiene and 4‐[(1H,3H)‐5‐methylpyrimidine‐2,4‐dion‐1‐yl]‐1,6‐heptadiene via building the pyrimidine ring utilizing 4‐isocyanato‐1,6‐heptadiene intermediate.

Keywords:

• Carbocyclic nucelosides
• heptadiene
• isocyanate
• thymine
• uracil

Acknowledgments

The authors are grateful to the Lebanese National Council for Scientific Research (LNCSR) for partial financial support of this research project.