Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products

Various N-propargylpyrrole and indolecarboxylic acids were efficiently converted into 3,4-dihydropyrrolo- and indolo-oxazin-1-one derivatives by a gold(III)-catalyzed cyclization reaction. Some of the products underwent TFA-catalyzed double bond isomerization and some did not. Cyclization reactions...

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Detalles Bibliográficos
Autores principales: Taskaya, Sultan, Menges, Nurettin, Balci, Metin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4464457/
https://www.ncbi.nlm.nih.gov/pubmed/26124892
http://dx.doi.org/10.3762/bjoc.11.101
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author Taskaya, Sultan
Menges, Nurettin
Balci, Metin
author_facet Taskaya, Sultan
Menges, Nurettin
Balci, Metin
author_sort Taskaya, Sultan
collection PubMed
description Various N-propargylpyrrole and indolecarboxylic acids were efficiently converted into 3,4-dihydropyrrolo- and indolo-oxazin-1-one derivatives by a gold(III)-catalyzed cyclization reaction. Some of the products underwent TFA-catalyzed double bond isomerization and some did not. Cyclization reactions in the presence of alcohol catalyzed by Au(I) resulted in the formation of hemiacetals after cascade reactions.
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spelling pubmed-44644572015-06-29 Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products Taskaya, Sultan Menges, Nurettin Balci, Metin Beilstein J Org Chem Full Research Paper Various N-propargylpyrrole and indolecarboxylic acids were efficiently converted into 3,4-dihydropyrrolo- and indolo-oxazin-1-one derivatives by a gold(III)-catalyzed cyclization reaction. Some of the products underwent TFA-catalyzed double bond isomerization and some did not. Cyclization reactions in the presence of alcohol catalyzed by Au(I) resulted in the formation of hemiacetals after cascade reactions. Beilstein-Institut 2015-05-28 /pmc/articles/PMC4464457/ /pubmed/26124892 http://dx.doi.org/10.3762/bjoc.11.101 Text en Copyright © 2015, Taskaya 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
Taskaya, Sultan
Menges, Nurettin
Balci, Metin
Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products
title Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products
title_full Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products
title_fullStr Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products
title_full_unstemmed Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products
title_short Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products
title_sort gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: the key structure of some marine natural products
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4464457/
https://www.ncbi.nlm.nih.gov/pubmed/26124892
http://dx.doi.org/10.3762/bjoc.11.101
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