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Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles
Axially chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry. In particular, axially chiral indole‐ and indoline‐based frameworks have been recognised as important heterobiaryl classes because they are the core units of bioactive natural alkaloids, chiral...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298066/ https://www.ncbi.nlm.nih.gov/pubmed/34676929 http://dx.doi.org/10.1002/chem.202103365 |
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author | Shaaban, Saad Merten, Christian Waldmann, Herbert |
author_facet | Shaaban, Saad Merten, Christian Waldmann, Herbert |
author_sort | Shaaban, Saad |
collection | PubMed |
description | Axially chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry. In particular, axially chiral indole‐ and indoline‐based frameworks have been recognised as important heterobiaryl classes because they are the core units of bioactive natural alkaloids, chiral ligands and bioactive compounds. Among them, the synthesis of C7‐substituted indole biaryls and the analogous indoline derivatives is particularly challenging, and methods for their efficient synthesis are in high demand. Transition‐metal catalysis is considered one of the most efficient methods to construct atropisomers. Here, we report the enantioselective synthesis of C7‐indolino‐ and C7‐indolo biaryl atropisomers by means of C−H functionalisation catalysed by chiral RhJasCp complexes. |
format | Online Article Text |
id | pubmed-9298066 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-92980662022-07-21 Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles Shaaban, Saad Merten, Christian Waldmann, Herbert Chemistry Communications Axially chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry. In particular, axially chiral indole‐ and indoline‐based frameworks have been recognised as important heterobiaryl classes because they are the core units of bioactive natural alkaloids, chiral ligands and bioactive compounds. Among them, the synthesis of C7‐substituted indole biaryls and the analogous indoline derivatives is particularly challenging, and methods for their efficient synthesis are in high demand. Transition‐metal catalysis is considered one of the most efficient methods to construct atropisomers. Here, we report the enantioselective synthesis of C7‐indolino‐ and C7‐indolo biaryl atropisomers by means of C−H functionalisation catalysed by chiral RhJasCp complexes. John Wiley and Sons Inc. 2021-11-05 2022-01-03 /pmc/articles/PMC9298066/ /pubmed/34676929 http://dx.doi.org/10.1002/chem.202103365 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Shaaban, Saad Merten, Christian Waldmann, Herbert Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles |
title | Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles |
title_full | Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles |
title_fullStr | Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles |
title_full_unstemmed | Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles |
title_short | Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles |
title_sort | catalytic atroposelective c7 functionalisation of indolines and indoles |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298066/ https://www.ncbi.nlm.nih.gov/pubmed/34676929 http://dx.doi.org/10.1002/chem.202103365 |
work_keys_str_mv | AT shaabansaad catalyticatroposelectivec7functionalisationofindolinesandindoles AT mertenchristian catalyticatroposelectivec7functionalisationofindolinesandindoles AT waldmannherbert catalyticatroposelectivec7functionalisationofindolinesandindoles |