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Microwave-Assisted Synthesis of 3-Nitroindoles from N-Aryl Enamines via Intramolecular Arene–Alkene Coupling

Author:
Nguyen, Huy H., Kurth, Mark J.
Source:
Organic letters 2013 v.15 no.2 pp. 362-365
ISSN:
1523-7052
Subject:
chemical reactions, chemical structure, enamines, microwave treatment, regioselectivity
Abstract:
A variety of N-aryl β-nitroenamines were effectively transformed into 3-nitroindoles in good yields and with complete regioselectivity via a rapid microwave (μW) assisted intramolecular arene–alkene coupling reaction. This report further demonstrates the versatility of this method by constructing 3-carboalkoxy- and 3-cyanoindoles. Optimization data, substrate scope, and applications are discussed.
Agid:
5786065