Studies in claisen rearrangement - novel thermal and mercuric trifluroacetate induced transformations of 2,4-di(N-aryl)amino-1,3,5-triazin-6yl-prop-2-y

✍ Scribed by G.V.Bindu Madhavan; K.K. Balasubramanian

• Publisher: Elsevier Science
• Year: 1985
• Tongue: French
• Weight: 710 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)83475-x

✦ Synopsis

The thermal rearrangement of 2,4-di(N-aryl)amino-1,3,5-triazin-6yl-prop-2-ynyl ethers 6-methyleneimidazo(l,2-a)-1,3,5-triar + yield a mixture of ne4-one & and 6-methylimidazo(l,2-a)-1,3,5-triazine-4-one 1, whereas under the influence of mercuric trifluroacetate the ethers 3 yield only 9. at room temperature.

Mechanisms invoking [a, ] sigmatropic rearrangement of ethers L were proposed to account for the product formation.