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Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides
Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excell...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6973285/ https://www.ncbi.nlm.nih.gov/pubmed/31596010 http://dx.doi.org/10.1002/chem.201904168 |
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author | Schilling, Waldemar Zhang, Yu Riemer, Daniel Das, Shoubhik |
author_facet | Schilling, Waldemar Zhang, Yu Riemer, Daniel Das, Shoubhik |
author_sort | Schilling, Waldemar |
collection | PubMed |
description | Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N‐protected and protection‐free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst. |
format | Online Article Text |
id | pubmed-6973285 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-69732852020-01-28 Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides Schilling, Waldemar Zhang, Yu Riemer, Daniel Das, Shoubhik Chemistry Communications Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N‐protected and protection‐free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst. John Wiley and Sons Inc. 2019-12-05 2020-01-07 /pmc/articles/PMC6973285/ /pubmed/31596010 http://dx.doi.org/10.1002/chem.201904168 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Communications Schilling, Waldemar Zhang, Yu Riemer, Daniel Das, Shoubhik Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides |
title | Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides |
title_full | Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides |
title_fullStr | Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides |
title_full_unstemmed | Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides |
title_short | Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides |
title_sort | visible‐light‐mediated dearomatisation of indoles and pyrroles to pharmaceuticals and pesticides |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6973285/ https://www.ncbi.nlm.nih.gov/pubmed/31596010 http://dx.doi.org/10.1002/chem.201904168 |
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