Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China.
Org Biomol Chem. 2021 May 21;19(19):4258-4262. doi: 10.1039/d1ob00468a. Epub 2021 Apr 23.
An I-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.
发展了一种使用邻氨基苯甲酸甲酯作为掩蔽氮亲核试剂的 I-DMSO 介导的氧化酰胺化反应,用于高效原子经济性地直接合成α-酮酰胺。该无金属过程在温和条件下涉及邻氨基苯甲酸甲酯的还原 N-O 键断裂和甲基酮的氧化 C-N 键形成。碘基和亲电甲酰基为α-酮酰胺的进一步官能化提供了多种可能性。