Reactions of aromatic and heteroaromatic compounds carrying electron acceptor substituents

Беленький, Л. И.; Karmanova, I. B.; Vol'kenshtein, Yu. B.; Petrovskii, P. V.; Fedorov, L. A.; Gol'dfarb, Ya. L.

doi:10.1007/bf00923181

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1986

1998

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Cited by 3 publications

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“…2-Acetyl-4-(chloromethyl)thiophene (1g) was obtained by chloromethylation of 2-acetylthiophene. 23 a-Bromo ketones were synthesized by bromination of the corresponding ketones with dioxane dibromide. 24 All ketones were commercially available, except ethyl 5-acetyl-2,4-dimethylfuran-3-carboxylate (obtained by condensation of acetoacetic ester with tribromopropane, followed by acylation 25 ) and the 2-thienyl ketones (synthesized by acylation of thiophene with the corresponding acyl chlorides 26 ).…”

Section: Methodsmentioning

confidence: 99%

A New Synthesis and Application of 1-Aryl-2,4-diones

Kel’in¹,

Kozyrkov²

1998

Synthesis

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Methyl ketones or ethyl acetate react with aromatic abromo ketones in the presence of two equivalents of tert-butoxyor diethylaminomagnesium bromide in benzene (toluene) under reflux to produce 1-aryl-2,4-diones. The conversion, apparently, occurs via aldol condensation and subsequent [1,2]-sigmatropic rearrangement of the intermediate 3-bromo-2-hydroxy ketones. A number of fused aromatic and heteroaromatic phenols have been prepared by cyclodehydration of 1-aryl-2,4-diones.

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Section: Methodsmentioning

confidence: 99%