I2-DMSO mediated oxidative amidation of methyl ketones with anthranils for the synthesis of α-ketoamides. 2021

Shi-Yi Zhuang, and Yong-Xing Tang, and Xiang-Long Chen, and Yan-Dong Wu, and An-Xin Wu
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China. chwuax@mail.ccnu.edu.cn.

An I2-DMSO mediated oxidative amidation of methyl ketones using anthranils as masked N-nucleophiles has been developed for the direct synthesis of α-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 α-ketoamides.

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