Transition-metal-free oxidative carboazidation of acrylamides via cascade C-N and C-C bond-forming reactions

A novel transition-metal-free oxidative carboazidation of acrylamides using inexpensive NaN3 and K2S2O8 was achieved, which not only provided an efficient method to prepare various N3-substituted oxindoles, but also represented a novel strategy for C-N and C-C bond formation via a free-radical casca...

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Veröffentlicht in:Organic & biomolecular chemistry 2014-07, Vol.12 (25), p.4329-4334
Hauptverfasser: Qiu, Jun, Zhang, Ronghua
Format: Artikel
Sprache:eng
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Zusammenfassung:A novel transition-metal-free oxidative carboazidation of acrylamides using inexpensive NaN3 and K2S2O8 was achieved, which not only provided an efficient method to prepare various N3-substituted oxindoles, but also represented a novel strategy for C-N and C-C bond formation via a free-radical cascade process. This transformation exhibits excellent functional group tolerance, affording the desired oxindoles in good to excellent yields.
ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob00720d