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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...

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Autores principales: Schilling, Waldemar, Zhang, Yu, Riemer, Daniel, Das, Shoubhik
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
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.
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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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