Direct synthesis of 2-methylpyridines via I2-triggered [3+2+1] annulation of aryl methyl ketoxime acetates with triethylamine as the carbon source

作者：Gao, Qinghe^*; Yan, Huijuan; Wu, Manman; Sun, Jiajia; Yan, Xiqing; Wu, Anxin

来源：Organic and Biomolecular Chemistry, 2018, 16(13): 2342-2348.

DOI：10.1039/c8ob00349a

• C-H
• FACILE SYNTHESIS
• TERTIARY-AMINES
• N-HETEROCYCLES
• IODINE
• BONDS
• CYCLIZATION
• AMINATION
• CLEAVAGE
• ACIDS

A facile and efficient [3 + 2 + 1] annulation of aryl methyl ketoxime acetates and triethylamine for the synthesis of 2-methylpyridines was disclosed. This reaction demonstrated that I-2 was effective in triggering N-O bond cleavage of oxime acetates generating imine radicals. It was noteworthy that this transformation employed triethylamine as the carbon source for the direct formation of pyridines and introduction of methyl groups.

• 出版日期2018-4-7
• 单位新乡医学院; 华中师范大学