Investigation of reactions of CH-acids with generated in situ N-[1,2-bis(methoxycarbonyl)vinyl]pyridinium in the synthesis of 1,2,3,4,5,6,7-hepta(methoxycarbonyl)cycloheptatriene.

Autor: Belyy, A. Yu., Sokolova, A. D., Salikov, R. F., Platonov, D. N., Tomilov, Yu. V.
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Zdroj: Russian Chemical Bulletin; May2024, Vol. 73 Issue 5, p1455-1459, 5p
Abstrakt: The study investigated the reactivity of various CH-acids/conjugated bases in the synthesis of hepta(methoxycarbonyl)cycloheptatriene through a cascade reaction. NMR spectral monitoring identified (methoxycarbonyl)methylpyridinium as the true nucleophilic component in the original synthesis based on methyl diazoacetate. The scope of CH-acids capable of participating in the reaction was expanded to include sulfonium salts and sulfones, whereas certain nucleophiles were found to be ineffective. A correlation between the pKa values of CH-acids and the formation of seven-membered rings in the cascade reaction was established. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
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