Reaction of 3,3-dichloropentane-2,4-dione with aromatic aldehydes under the conditions of Darzens reaction |
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| Authors: | V A Mamedov E A Berdnikov I A Litvinov L G Kuz'mina |
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| Institution: | (1) A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan' Scientific Centre, Russian Academy of Sciences, 8 ul. Arbuzova, 420083 Kazan';(2) V. I. Ulyanov-Lenin Kazan' State University, 18 ul. Lenina, 420008 Kazan';(3) N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp., 117081 Moscow, Russian Federation |
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| Abstract: | 3,3-Dichloropentane-2,4-dione reacts with aromatic aldehydes under the conditions of Darzens reaction to give 4-acetoxy-4-aryl-3,3-dichlorobutan-2-ones, the products of insertion into the  -C-C bond. The reaction of ethyl dichloroacetylacetate with benzaldehyde yields a derivative of tricyclo5.1.0.03,5]octane, rather than 2,6-bis(1 -chlorobenzylidene)cyclohexane-1,4-dione, as the by-product.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1294–1298, July, 1995. |
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| Keywords: | Darzens reaction 3 3-dichloropentane-2 4-dione insertion reaction 3 3-dichlorobutan-2-one cyclohexane-1 4-dione tricyclooctane X-ray structural investigation |
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