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Reaktionen von zwitterionischen s-Triazolo[4,3-b]pyridazinen mit elektrophilen Reagentien

✍ Scribed by Prof. Dr. H.-J. Timpe; Dipl.-Chem. S. Missal; cand. chem. R. Manzoor; cand. chem. E. Affi

Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
413 KB
Volume
323
Category
Article
ISSN
1615-4150

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✦ Synopsis

Reactions of Mesoionic s‐Triazolo[4,3‐b] pyridazines with Electrophilic Reagents

The redox‐properties of zwitterionic s‐triazolo [4, 3‐b]pyridazines 1–3 depend on the heteroatom: products with S‐atoms can easily be oxidated. O‐Zwitterions 1 and 2 react with diazoniumsalts under azocoupling, while S‐zwitterions 3 lead to a dediazonation. The O‐zwitterions 1 and 2 can also be bromated, nitrated and hydroxylated electrophilicably. A reaction with dithioliumsalts is not possible. S‐Zwitterions 3 react in a more complicated way in the electrophilic reactions mentioned.

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