Issue 25, 2014

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

Abstract

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
04 Apr 2014
Accepted
09 May 2014
First published
12 May 2014

Org. Biomol. Chem., 2014,12, 4329-4334

Author version available

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

J. Qiu and R. Zhang, Org. Biomol. Chem., 2014, 12, 4329 DOI: 10.1039/C4OB00720D

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