Iron-catalyzed oxidative bis-arylation of indolin-2-ones for direct construction of quaternary carbons
We describe a direct construction of all-carbon quaternary centers from secondary C(sp 3 )-H substrates through a dehydrogenative cross-coupling reaction. Using FeCl 2 ·4H 2 O as the catalyst and employing air (molecular oxygen) as the terminal oxidant, the cross-coupling of indolin-2-ones with indo...
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Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2021-11, Vol.23 (21), p.8448-8452 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | We describe a direct construction of all-carbon quaternary centers from secondary C(sp
3
)-H substrates through a dehydrogenative cross-coupling reaction. Using FeCl
2
·4H
2
O as the catalyst and employing air (molecular oxygen) as the terminal oxidant, the cross-coupling of indolin-2-ones with indoles proceeded smoothly under mild, ligand-free and base-free conditions, providing 3,3-disubstituted oxindoles bearing all-carbon quaternary centers with excellent chemoselectivities.
The cross-dehydrogenative coupling protocol is catalyzed by a simple iron salt, and air is used as the terminal oxidant under very mild conditions, offering a novel synthetic method for the direct construction of all-carbon quaternary centers. |
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ISSN: | 1463-9262 1463-9270 |
DOI: | 10.1039/d1gc02886c |