Cobalt-promoted synthesis of sulfurated oxindoles via radical annulation of N -arylacrylamides with disulfides
An efficient radical annulation of N -arylacrylamides with disulfides is developed for the synthesis of sulfurated oxindoles. The reaction occurs in a facile manner using CoBr 2 as both an initiator and a promoter for the first time and (NH 4 ) 2 S 2 O 8 as the oxidant. By controlling the CoBr 2 /(N...
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Veröffentlicht in: | Organic & biomolecular chemistry 2022-08, Vol.20 (32), p.6423-6431 |
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Hauptverfasser: | , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
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Zusammenfassung: | An efficient radical annulation of
N
-arylacrylamides with disulfides is developed for the synthesis of sulfurated oxindoles. The reaction occurs in a facile manner using CoBr
2
as both an initiator and a promoter for the first time and (NH
4
)
2
S
2
O
8
as the oxidant. By controlling the CoBr
2
/(NH
4
)
2
S
2
O
8
ratio, a wide range of sulfurated and brominated/sulfurated oxindoles are selectively prepared in good to excellent yields. The present protocol is simple and highly atom economical, and can tolerate a broad range of substrates. |
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ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d2ob00877g |