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Transition-metal-free and organic solvent-free conversion of N-substituted 2-aminobiaryls into corresponding carbazoles via intramolecular oxidative radical cyclization induced by peroxodisulfate

Author:
Natarajan, Palani, Priya,, Chuskit, Deachen
Source:
Green chemistry 2017 v.19 no.24 pp. 5854-5861
ISSN:
1463-9270
Subject:
carbazoles, catalysts, cyclization reactions, green chemistry, solvents, sustainable technology, toxicity
Abstract:
An atom-economical and environmentally benign approach for the synthesis of N-substituted carbazoles from analogous 2-aminobiaryls using peroxodisulfate in water is reported. The reactions proceeded through an intramolecular oxidative radical cyclization of N-substituted 2-aminobiaryls with in situ reoxidation of the resulting radical species. When compared to known methods for the synthesis of N-substituted carbazoles from 2-amidobiaryls, this protocol is practical, efficient and does not require a transition metal catalyst or toxic organic solvents.
Agid:
6400203