2011Russian Journal of Organic ChemistryRequires access

Condensation of 2,6-diarylmethylidenecyclohexa(penta)nones with acetylacetone and ethyl acetoacetate

T. V. Gulai, A. A. Morozova, A. G. Golikov

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Abstract

The reactions of symmetrically built diarylmethylidenecyclanones with ethyl acetoacetate and acetylacetone afforded products of carbo- and heterocyclization: hydronaphthalene(indan)ones, cyclopentapyrans, and hexahydrochromenes. The direction of the reaction depends on the size of the ring (C 5 , C 6 ) of the diarylmethylidenecyclanones; the introduction of the electron-withdrawing nitro group into the diarylmethylidene substituent provides a possibility of a targeted reaction yielding the products of O -heterocyclization.

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The reactions of symmetrically built diarylmethylidenecyclanones with ethyl acetoacetate and acetylacetone afforded products of carbo- and heterocyclization: hydronaphthalene(indan)ones, cyclopentapyrans, and hexahydrochromenes. The direction of the reaction depends on the size of the ring (C 5 , C 6 ) of the diarylmethylidenecyclanones; the introduction of the electron-withdrawing nitro group into the diarylmethylidene substituent provides a possibility of a targeted reaction yielding the products of O -heterocyclization.

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Available abstract

The reactions of symmetrically built diarylmethylidenecyclanones with ethyl acetoacetate and acetylacetone afforded products of carbo- and heterocyclization: hydronaphthalene(indan)ones, cyclopentapyrans, and hexahydrochromenes. The direction of the reaction depends on the size of the ring (C 5 , C 6 ) of the diarylmethylidenecyclanones; the introduction of the electron-withdrawing nitro group into the diarylmethylidene substituent provides a possibility of a targeted reaction yielding the products of O -heterocyclization.

Key concepts: Acetylacetone, Ethyl acetoacetate, Chemistry, Substituent, Condensation, Medicinal chemistry, Nitro, Ring (chemistry)

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