I2-DMSO mediated oxidative amidation of methyl ketones with anthranils for the synthesis of α-ketoamides

作者:Zhuang, Shi-Yi; Tang, Yong-Xing; Chen, Xiang-Long; Wu, Yan-Dong; Wu, An-Xin*
来源:Organic and Biomolecular Chemistry, 2021, 19(19): 4258-4262.
DOI:10.1039/d1ob00468a

摘要

An I-2-DMSO mediated oxidative amidation of methyl ketones using anthranils as masked N-nucleophiles has been developed for the direct synthesis of alpha-ketoamides with high atom-economy. This metal-free process involves reductive N-O bond cleavage of anthranils and oxidative C-N bond formation of methyl ketones under mild conditions. The iodo group and electrophilic formyl group provide multiple possibilities for further functionalization of alpha-ketoamides.