Molecular iodine catalyzed C3-quaternization via oxidative dearomatization of indoles: direct access to
Neetika Singh1, Hari Prasad Kokatla1, Nagaraju Naddi1
1Department of Chemistry, National Institute of Technology Warangal Warangal Telangana-506004 India harikokatla@nitw.ac.in.
Abstract:
An efficient and sustainable method for the synthesis of 3,3-di(indolyl)indolin-2-one derivatives has been developed via iodine-catalyzed oxidative dearomatization, where indole alone directly participates in the reaction. Utilising iodine as a green oxidant and DMSO as the optimal solvent, the reaction proceeds under mild conditions, eliminating the need for pre-functionalized indoles and minimising waste, aligning with green chemistry principles. The optimized protocol demonstrates broad substrate scope, high yields, and excellent selectivity, tolerating various functional groups.
More Related Videos
10:14Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
Published on: May 16, 2014
06:34Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
Published on: June 20, 2014
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Diazonium Group Substitution: –OH and –H
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
