ChemInform Abstract: Studies on Pyrimidine-Anellated Heterocycles: Synthesis of Pyrrolo[3,2-d]pyrimidines by Amine Oxide Rearrangement.

✍ Scribed by K. C. MAJUMDAR; U. DAS; N. K. JANA

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 34 KB
• Volume: 29
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199840165

✦ Synopsis

Studies on Pyrimidine-Anellated Heterocycles:

Synthesis of Pyrrolo [3,2-d]pyrimidines by Amine Oxide Rearrangement.

-A number of pyrrolo[3,2-d]pyrimidine derivatives (VII) is synthesized in 90-95% yields from the corresponding uracils in a one-step process by treatment with MCPBA (VI). The C-C single bond at position 6 is formed by a sigmatropic rearrangement. The resulting benzoates are easily converted to the methoxy derivatives in high yields.