Study of the Reactivity of 2-Benzylidene[3]ferrocenophane-1,3-dione with Ethyl Acetoacetate and Some Other C-Nucleophiles

Autor: Štefan Toma, Ľubomír Šebo, Marta Sališová, Eva Solčániová
Rok vydání: 1993
Předmět:
Zdroj: Collection of Czechoslovak Chemical Communications. 58:2128-2138
ISSN: 1212-6950
0010-0765
DOI: 10.1135/cccc19932128
Popis: Michael addition of C-nucleophiles to 2-benzylidine[3]ferrocenophane-1,3-dione has been studied. In some cases, (ethyl acetoacetate, acetylacetone and malononitrile as the C-nucleophiles) the addition was followed by intramolecular cyclization leading to pyran derivatives. Addition of malononitrile gave the pyran derivative as a sole product. The Michael adducts of ethyl acetoacetate and acetylacetone can be converted to [7]ferrocenophane-1,7-dione derivatives by refluxing in benzene with triethylamine as catalyst. they also easily react with ammonia, under SiO2 catalysis, to give Hantzsch dihydropyridine derivatives. The 1H NMR spectra of the products are discussed.
Databáze: OpenAIRE