β-Enaminoesters as building blocks in heterocyclic synthesis. A novel synthesis of fused azines by using blaise reaction as a key step

✍ Scribed by Ayman W. Erian

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 60 KB
• Volume: 341
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/(sici)1521-3897(199902)341:2<147::aid-prac147>3.0.co;2-i

✦ Synopsis

Pyrimethamine 1 is a folic acid reductase inhibitor. In this molecule the ring nitrogen is flanked by two functional groups, which is essential to the biological activity of pyrimethamine. Also, a plethora of aminopterin 2 and 2,4-diamino-6-substituted quinazoline antifolates 3 exhibit strong antimalarial effects against sensitive and drug-resistant lines of plasmodium berghei in mice, plasmodium gallinaceum in chicks and plasmodium cyanomolgi in rhesus monkeys [1][2][3][4][5]. In spite of the importance of bifunctionally substituted heterocycles the synthetic approach of these compounds are rather limited. In this paper a novel and convenient synthesis of bi-functionally heterocycles are reported using Blaise reaction as a key step.