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

Jun Qiu, Ronghua Zhang

Organic & biomolecular chemistry 2014 Jul 7

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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.

Citation

Jun Qiu, Ronghua Zhang. Transition-metal-free oxidative carboazidation of acrylamides via cascade C-N and C-C bond-forming reactions. Organic & biomolecular chemistry. 2014 Jul 7;12(25):4329-34