Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides

2019 | journal article. A publication with affiliation to the University of Göttingen.

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​Visible‐Light‐Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides​
Schilling, W.; Zhang, Y.; Riemer, D. & Das, S.​ (2019) 
Chemistry – A European Journal,(25) pp. 1​-7​.​ DOI: https://doi.org/10.1002/chem.201904168 

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Authors
Schilling, Waldemar; Zhang, Yu; Riemer, Daniel; Das, Shoubhik
Abstract
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.
Issue Date
2019
Journal
Chemistry – A European Journal 
Organization
Fakultät für Chemie 
ISSN
0947-6539
eISSN
1521-3765
ISSN
1521-3765; 0947-6539
eISSN
1521-3765
Language
English

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