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Synlett 2018; 29(05): 663-667
DOI: 10.1055/s-0036-1591520
DOI: 10.1055/s-0036-1591520
letter
C(sp3)–H Peroxidation of 3-Substituted Indolin-2-ones under Metal-Free Conditions
This research is sponsored by research funds of NBU (No. ZX2016000706), foundation of Ningbo University (No. XYL17009), and the K. C. Wong Magna Fund in Ningbo University. Prof. Z. H. Gao also thanks the Natural Science Foundation of Ningbo City (No. 2016A610080).Further Information
Publication History
Received: 09 September 2017
Accepted after revision: 29 October 2017
Publication Date:
11 December 2017 (online)
◊ These authors contributed equally to this work
Abstract
A C(sp3)–H peroxidation of 3-substituted indolin-2-ones through radical coupling reaction has been developed under metal-free conditions. Using tert-butyl hydroperoxide both as an oxidant and as a peroxidation reagent to couple with the C(sp3)–H bonds of 3-substituted indolin-2-ones can form a new C–O bond without using any additives. This simple strategy provides a green and efficient approach to 3-peroxyindolin-2-ones in moderate to excellent yields. The resulting 3-peroxyindolin-2-ones could be further transformed into 3-hydroxyindolin-2-ones.
Key words
C(sp3)–H peroxidation - metal-free - 3-substituted indolin-2-ones - tert-butyl hydroperoxideSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591520.
- Supporting Information
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