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Ring chain transformation of γ-keto-δ-crotonolactones: A convenient synthesis of 1,4-piperazinones, 1,4-thiazinones and 1,4-diazepinones

✍ Scribed by Costas D. Apostolopoulos; Minas P. Georgiadis; Elias A. Couladouros


Book ID
112131527
Publisher
Journal of Heterocyclic Chemistry
Year
1996
Tongue
English
Weight
422 KB
Volume
33
Category
Article
ISSN
0022-152X

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✍ Radics, Ute ;Liebscher, Jürgen ;Ziemer, Burkhard ;Rybakov, Viktor 📂 Article 📅 1992 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 691 KB

Thiohydrazide compounds 1 react with lactam acetals 2 or solution, however, most of them undergo a reversible ringlactim ethers 3 by condensation giving unusual zwitterionic chain transformation to novel 2-(o-aminoalkyl)-1,3,4-thiaditautomers 5 of lactam thioacylhydrazones 4. These compounds azole s