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

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Title:Study of the Reactivity of 2-Benzylidene[3]ferrocenophane-1,3-dione with Ethyl Acetoacetate and Some Other C-Nucleophiles
Creators:
Sališová, Marta
Šebo, Ľubomír
Toma, Štefan
Solčániová, Eva
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 58, 9, pp. 2128-2138

Abstract

Michael addition of <i>C</i>-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 SiO<sub>2</sub> catalysis, to give Hantzsch dihydropyridine derivatives. The <sup>1</sup>H NMR spectra of the products are discussed.

Title:Study of the Reactivity of 2-Benzylidene[3]ferrocenophane-1,3-dione with Ethyl Acetoacetate and Some Other C-Nucleophiles
Creators:
Sališová, Marta
Šebo, Ľubomír
Toma, Štefan
Solčániová, Eva
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:58
Number:9
Page Range:pp. 2128-2138
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19932128UNSPECIFIED
ID Code:333
Item Type:Article
Deposited On:06 Feb 2009 17:00
Last Modified:06 Feb 2009 16:00

Citation

Sališová, Marta; Šebo, Ľubomír; Toma, Štefan; Solčániová, Eva (1993) Study of the Reactivity of 2-Benzylidene[3]ferrocenophane-1,3-dione with Ethyl Acetoacetate and Some Other C-Nucleophiles. Collection of Czechoslovak Chemical Communications, 58 (9). pp. 2128-2138. ISSN 0010-0765

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