Synthesis of 2,2′-bipyridyl derivatives using aza Diels–Alder methodology

✍ Scribed by Stephen P. Stanforth; Brian Tarbit; Michael D. Watson

• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 110 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)02670-9

✦ Synopsis

Amidrazone 1 and the tricarbonyl derivatives 2a-c gave the triazines 3a-c, respectively, which reacted with 2,5-norbornadiene 4 in boiling ethanol yielding the corresponding novel 2,2%-bipyridines 5a-c in good yield. Triazine 6 gave the 2,2%-bipyridyl derivative 7 (65%) with compound 4 in 1,2-dichlorobenzene at 140°C.