New Way to Substitute Tetracyanocyclopropanes: One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action

The new type of the chemical cascade reaction was found: formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H(2)O solutions in the presence of NaOAc results in the formati...

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Autores principales: Vereshchagin, Anatolii N., Elinson, Michail N., Stepanov, Nikita O., Nikishin, Gennady I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Scholarly Research Network 2011
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767204/
https://www.ncbi.nlm.nih.gov/pubmed/24052823
http://dx.doi.org/10.5402/2011/469453
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author Vereshchagin, Anatolii N.
Elinson, Michail N.
Stepanov, Nikita O.
Nikishin, Gennady I.
author_facet Vereshchagin, Anatolii N.
Elinson, Michail N.
Stepanov, Nikita O.
Nikishin, Gennady I.
author_sort Vereshchagin, Anatolii N.
collection PubMed
description The new type of the chemical cascade reaction was found: formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H(2)O solutions in the presence of NaOAc results in the formation of 3-substituted 1,1,2,2-tetracyanocyclopropanes in 48–93% yields. The latter are well-known precursors for the different bicyclic heterosystems, among them those containing cyclopropane ring and those possessing different types of pharmacological activity.
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spelling pubmed-37672042013-09-19 New Way to Substitute Tetracyanocyclopropanes: One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action Vereshchagin, Anatolii N. Elinson, Michail N. Stepanov, Nikita O. Nikishin, Gennady I. ISRN Org Chem Research Article The new type of the chemical cascade reaction was found: formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H(2)O solutions in the presence of NaOAc results in the formation of 3-substituted 1,1,2,2-tetracyanocyclopropanes in 48–93% yields. The latter are well-known precursors for the different bicyclic heterosystems, among them those containing cyclopropane ring and those possessing different types of pharmacological activity. International Scholarly Research Network 2011-07-26 /pmc/articles/PMC3767204/ /pubmed/24052823 http://dx.doi.org/10.5402/2011/469453 Text en Copyright © 2011 Anatolii N. Vereshchagin et al. https://creativecommons.org/licenses/by/3.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Vereshchagin, Anatolii N.
Elinson, Michail N.
Stepanov, Nikita O.
Nikishin, Gennady I.
New Way to Substitute Tetracyanocyclopropanes: One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action
title New Way to Substitute Tetracyanocyclopropanes: One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action
title_full New Way to Substitute Tetracyanocyclopropanes: One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action
title_fullStr New Way to Substitute Tetracyanocyclopropanes: One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action
title_full_unstemmed New Way to Substitute Tetracyanocyclopropanes: One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action
title_short New Way to Substitute Tetracyanocyclopropanes: One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action
title_sort new way to substitute tetracyanocyclopropanes: one-pot cascade assembling of carbonyls and malononitrile by the only bromine direct action
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767204/
https://www.ncbi.nlm.nih.gov/pubmed/24052823
http://dx.doi.org/10.5402/2011/469453
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