Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones

The chalcones derived from o-alkynylacetophenones and aromatic aldehydes (yne-enones) when heated under reflux with iodine in acetic acid gave a range of benzo[a]fluorenone derivatives in moderate to good yields. The transformation involves the formation of a vinyl indenone intermediate through regi...

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Detalles Bibliográficos
Autores principales: Akbar, Sikkandarkani, Tamilarasan, V. John, Srinivasan, Kannupal
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069471/
https://www.ncbi.nlm.nih.gov/pubmed/35530623
http://dx.doi.org/10.1039/c9ra02376c
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author Akbar, Sikkandarkani
Tamilarasan, V. John
Srinivasan, Kannupal
author_facet Akbar, Sikkandarkani
Tamilarasan, V. John
Srinivasan, Kannupal
author_sort Akbar, Sikkandarkani
collection PubMed
description The chalcones derived from o-alkynylacetophenones and aromatic aldehydes (yne-enones) when heated under reflux with iodine in acetic acid gave a range of benzo[a]fluorenone derivatives in moderate to good yields. The transformation involves the formation of a vinyl indenone intermediate through regioselective alkyne hydration and intramolecular aldol condensation followed by electrocyclic ring closure and aromatization.
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spelling pubmed-90694712022-05-05 Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones Akbar, Sikkandarkani Tamilarasan, V. John Srinivasan, Kannupal RSC Adv Chemistry The chalcones derived from o-alkynylacetophenones and aromatic aldehydes (yne-enones) when heated under reflux with iodine in acetic acid gave a range of benzo[a]fluorenone derivatives in moderate to good yields. The transformation involves the formation of a vinyl indenone intermediate through regioselective alkyne hydration and intramolecular aldol condensation followed by electrocyclic ring closure and aromatization. The Royal Society of Chemistry 2019-07-30 /pmc/articles/PMC9069471/ /pubmed/35530623 http://dx.doi.org/10.1039/c9ra02376c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Akbar, Sikkandarkani
Tamilarasan, V. John
Srinivasan, Kannupal
Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones
title Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones
title_full Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones
title_fullStr Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones
title_full_unstemmed Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones
title_short Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones
title_sort iodine-mediated synthesis of benzo[a]fluorenones from yne-enones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069471/
https://www.ncbi.nlm.nih.gov/pubmed/35530623
http://dx.doi.org/10.1039/c9ra02376c
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AT srinivasankannupal iodinemediatedsynthesisofbenzoafluorenonesfromyneenones

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