Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents

The C–H indolation of heteroarenes was realized using the benziodoxolone hypervalent iodine reagents indoleBXs. Functionalization of the C–H bond in bipyridinones and quinoline N-oxides catalyzed by a rhodium complex allowed to incorporate indole rings into aza-heteroaromatic compounds. These new tr...

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Detalles Bibliográficos
Autores principales: Grenet, Erwann, Das, Ashis, Caramenti, Paola, Waser, Jérôme
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009173/
https://www.ncbi.nlm.nih.gov/pubmed/29977388
http://dx.doi.org/10.3762/bjoc.14.102
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author Grenet, Erwann
Das, Ashis
Caramenti, Paola
Waser, Jérôme
author_facet Grenet, Erwann
Das, Ashis
Caramenti, Paola
Waser, Jérôme
author_sort Grenet, Erwann
collection PubMed
description The C–H indolation of heteroarenes was realized using the benziodoxolone hypervalent iodine reagents indoleBXs. Functionalization of the C–H bond in bipyridinones and quinoline N-oxides catalyzed by a rhodium complex allowed to incorporate indole rings into aza-heteroaromatic compounds. These new transformations displayed complete regioselectivity for the C-6 position of bipyridinones and the C-8 position of quinoline N-oxides and tolerated a broad range of functionalities, such as halogens, ethers, or trifluoromethyl groups.
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spelling pubmed-60091732018-07-05 Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents Grenet, Erwann Das, Ashis Caramenti, Paola Waser, Jérôme Beilstein J Org Chem Letter The C–H indolation of heteroarenes was realized using the benziodoxolone hypervalent iodine reagents indoleBXs. Functionalization of the C–H bond in bipyridinones and quinoline N-oxides catalyzed by a rhodium complex allowed to incorporate indole rings into aza-heteroaromatic compounds. These new transformations displayed complete regioselectivity for the C-6 position of bipyridinones and the C-8 position of quinoline N-oxides and tolerated a broad range of functionalities, such as halogens, ethers, or trifluoromethyl groups. Beilstein-Institut 2018-05-25 /pmc/articles/PMC6009173/ /pubmed/29977388 http://dx.doi.org/10.3762/bjoc.14.102 Text en Copyright © 2018, Grenet et al. https://creativecommons.org/licenses/by/4.0https://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/4.0), 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 Letter
Grenet, Erwann
Das, Ashis
Caramenti, Paola
Waser, Jérôme
Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents
title Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents
title_full Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents
title_fullStr Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents
title_full_unstemmed Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents
title_short Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents
title_sort rhodium-catalyzed c–h functionalization of heteroarenes using indolebx hypervalent iodine reagents
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009173/
https://www.ncbi.nlm.nih.gov/pubmed/29977388
http://dx.doi.org/10.3762/bjoc.14.102
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