Journal of Organic Chemistry
Journal of Organic Chemistry
4 years ago

Hypervalent Iodine-Mediated Oxidative Rearrangement of N–H Ketimines: An Umpolung Approach to Amides

Hypervalent Iodine-Mediated Oxidative Rearrangement of N–H Ketimines: An Umpolung Approach to Amides
Zhiyuan Peng, Zhenguang Zhao, Junfeng Zhao, Hao Liu, Chongnan Li, Yongli Zhao
An umpolung approach to amides via hypervalent iodine-mediated oxidative rearrangement of N–H ketimines under mild reaction conditions is described. This strategy provides target amides with excellent selectivity in good yields. In addition, preliminary mechanistic studies demonstrated that the migration preference depends on both steric and electronic effects of the migrating groups.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01468

DOI: 10.1021/acs.joc.7b01468

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