Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins

Dibromobenzoisofuranone 12, synthesized in six steps, was regiospecifically annulated with 5-substituted cyclohexenones 13/36 in the presence of LiOt-Bu to give brominated anthraquinones 14/38 in good yields. Darzens condensation of 30 was shown to give chain-elongated anthraquinone 32. Alkaline hyd...

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Autores principales: Roy, Joyeeta, Mal, Tanushree, Jana, Supriti, Mal, Dipakranjan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4901998/
https://www.ncbi.nlm.nih.gov/pubmed/27340445
http://dx.doi.org/10.3762/bjoc.12.52
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author Roy, Joyeeta
Mal, Tanushree
Jana, Supriti
Mal, Dipakranjan
author_facet Roy, Joyeeta
Mal, Tanushree
Jana, Supriti
Mal, Dipakranjan
author_sort Roy, Joyeeta
collection PubMed
description Dibromobenzoisofuranone 12, synthesized in six steps, was regiospecifically annulated with 5-substituted cyclohexenones 13/36 in the presence of LiOt-Bu to give brominated anthraquinones 14/38 in good yields. Darzens condensation of 30 was shown to give chain-elongated anthraquinone 32. Alkaline hydrolysis of 38 furnished 39 representing desulfoproisocrinin F.
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spelling pubmed-49019982016-06-23 Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins Roy, Joyeeta Mal, Tanushree Jana, Supriti Mal, Dipakranjan Beilstein J Org Chem Full Research Paper Dibromobenzoisofuranone 12, synthesized in six steps, was regiospecifically annulated with 5-substituted cyclohexenones 13/36 in the presence of LiOt-Bu to give brominated anthraquinones 14/38 in good yields. Darzens condensation of 30 was shown to give chain-elongated anthraquinone 32. Alkaline hydrolysis of 38 furnished 39 representing desulfoproisocrinin F. Beilstein-Institut 2016-03-16 /pmc/articles/PMC4901998/ /pubmed/27340445 http://dx.doi.org/10.3762/bjoc.12.52 Text en Copyright © 2016, Roy et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Roy, Joyeeta
Mal, Tanushree
Jana, Supriti
Mal, Dipakranjan
Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins
title Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins
title_full Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins
title_fullStr Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins
title_full_unstemmed Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins
title_short Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins
title_sort regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4901998/
https://www.ncbi.nlm.nih.gov/pubmed/27340445
http://dx.doi.org/10.3762/bjoc.12.52
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