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Copper‐Promoted Tandem Radical Reaction of 2‐Oxindoles with Formamides: Facile Synthesis of Unsymmetrical Urea Derivatives

Copper‐Promoted Tandem Radical Reaction of 2‐Oxindoles with Formamides: Facile Synthesis of... A convenient copper‐promoted tandem radical reaction of 2‐oxindoles with formamides producing unsymmetrical urea derivatives is described. This radical‐mediated reaction enables the formation of one C=O and one C−N bond through a domino C−O coupling, ring cleavage and C−N coupling process, which features a broad substrate scope and excellent selectivity. In addition, tBuOOH not only acts as the oxidant, but also as the oxygen source. The proposed reaction mechanism is supported by control experiments. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

Copper‐Promoted Tandem Radical Reaction of 2‐Oxindoles with Formamides: Facile Synthesis of Unsymmetrical Urea Derivatives

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References (47)

Publisher
Wiley
Copyright
© 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.201800132
Publisher site
See Article on Publisher Site

Abstract

A convenient copper‐promoted tandem radical reaction of 2‐oxindoles with formamides producing unsymmetrical urea derivatives is described. This radical‐mediated reaction enables the formation of one C=O and one C−N bond through a domino C−O coupling, ring cleavage and C−N coupling process, which features a broad substrate scope and excellent selectivity. In addition, tBuOOH not only acts as the oxidant, but also as the oxygen source. The proposed reaction mechanism is supported by control experiments.

Journal

Asian Journal of Organic ChemistryWiley

Published: Jun 1, 2018

Keywords: ; ; ; ;

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