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Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds

The condensation of 5-alkoxycarbonyl-1H-pyrrolediones with cyclic ketazinones was systematically investigated. It was discovered that the regioselectivity of this reaction can be easily swapped between two alternative directions affording derivatives of partially hydrogenated indole or benzofurane....

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Auteurs principaux: Rubin, M. A., Рубин, М. А.
Format: Статья
Langue:English
Publié: Beilstein-Institut Zur Forderung der Chemischen Wissenschaften 2018
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Accès en ligne:https://www.scopus.com/record/display.uri?eid=2-s2.0-85033587113&origin=resultslist&sort=plf-f&src=s&nlo=1&nlr=20&nls=afprfnm-t&affilName=nort*+caucas*+fed*+univ*&sid=d5d8a0d301244722be90437f5b553481&sot=afnl&sdt=cl&cluster=scopubyr%2c%222017%22%2ct&sl=53&s=%28AF-ID%28%22North+Caucasus+Federal+University%22+60070541%29%29&relpos=21&citeCnt=0&searchTerm=
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spelling ir-20.500.12258-5392020-07-07T07:54:59Z Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds Rubin, M. A. Рубин, М. А. Nitrogen heterocycles Oxygen heterocycles Pyrrolediones Spiro compounds Synthetic methods The condensation of 5-alkoxycarbonyl-1H-pyrrolediones with cyclic ketazinones was systematically investigated. It was discovered that the regioselectivity of this reaction can be easily swapped between two alternative directions affording derivatives of partially hydrogenated indole or benzofurane. The control of this regioselectivity is efficiently governed by steric effects at the hydrazone moiety of the ketazinone reagent 2018-06-08T12:58:15Z 2018-06-08T12:58:15Z 2017 Статья Dubovtsev, A.Yu., Dmitriev, M.V., Maslivets, A.N., Rubin, M. Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds // Beilstein Journal of Organic Chemistry. - 2017. - Volume 13. - pp. 2179-2185. https://www.scopus.com/record/display.uri?eid=2-s2.0-85033587113&origin=resultslist&sort=plf-f&src=s&nlo=1&nlr=20&nls=afprfnm-t&affilName=nort*+caucas*+fed*+univ*&sid=d5d8a0d301244722be90437f5b553481&sot=afnl&sdt=cl&cluster=scopubyr%2c%222017%22%2ct&sl=53&s=%28AF-ID%28%22North+Caucasus+Federal+University%22+60070541%29%29&relpos=21&citeCnt=0&searchTerm= https://dspace.ncfu.ru:443/handle/20.500.12258/539 en Beilstein Journal of Organic Chemistry application/pdf application/pdf Beilstein-Institut Zur Forderung der Chemischen Wissenschaften
institution СКФУ
collection Репозиторий
language English
topic Nitrogen heterocycles
Oxygen heterocycles
Pyrrolediones
Spiro compounds
Synthetic methods
spellingShingle Nitrogen heterocycles
Oxygen heterocycles
Pyrrolediones
Spiro compounds
Synthetic methods
Rubin, M. A.
Рубин, М. А.
Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds
description The condensation of 5-alkoxycarbonyl-1H-pyrrolediones with cyclic ketazinones was systematically investigated. It was discovered that the regioselectivity of this reaction can be easily swapped between two alternative directions affording derivatives of partially hydrogenated indole or benzofurane. The control of this regioselectivity is efficiently governed by steric effects at the hydrazone moiety of the ketazinone reagent
format Статья
author Rubin, M. A.
Рубин, М. А.
author_facet Rubin, M. A.
Рубин, М. А.
author_sort Rubin, M. A.
title Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds
title_short Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds
title_full Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds
title_fullStr Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds
title_full_unstemmed Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds
title_sort regiodivergent condensation of 5-alkoxycarbonyl-1h-pyrrol-2, 3-diones with cyclic ketazinones en route to spirocyclic scaffolds
publisher Beilstein-Institut Zur Forderung der Chemischen Wissenschaften
publishDate 2018
url https://www.scopus.com/record/display.uri?eid=2-s2.0-85033587113&origin=resultslist&sort=plf-f&src=s&nlo=1&nlr=20&nls=afprfnm-t&affilName=nort*+caucas*+fed*+univ*&sid=d5d8a0d301244722be90437f5b553481&sot=afnl&sdt=cl&cluster=scopubyr%2c%222017%22%2ct&sl=53&s=%28AF-ID%28%22North+Caucasus+Federal+University%22+60070541%29%29&relpos=21&citeCnt=0&searchTerm=
https://dspace.ncfu.ru:443/handle/20.500.12258/539
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