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Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides.

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.

SUBMITTER: Schilling W

PROVIDER: S-EPMC6973285 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides.

Schilling Waldemar W Zhang Yu Y Riemer Daniel D Das Shoubhik S Das Shoubhik S

Chemistry (Weinheim an der Bergstrasse, Germany) 20191205 2

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 methodo ...[more]

PMID: 31596010

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