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Issue 13, 2018
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Direct synthesis of 2-methylpyridines via I2-triggered [3 + 2 + 1] annulation of aryl methyl ketoxime acetates with triethylamine as the carbon source

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Abstract

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 I2 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.

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

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Publication details

The article was received on 09 Feb 2018, accepted on 08 Mar 2018 and first published on 08 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00349A
Citation: Org. Biomol. Chem., 2018,16, 2342-2348
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    Direct synthesis of 2-methylpyridines via I2-triggered [3 + 2 + 1] annulation of aryl methyl ketoxime acetates with triethylamine as the carbon source

    Q. Gao, H. Yan, M. Wu, J. Sun, X. Yan and A. Wu, Org. Biomol. Chem., 2018, 16, 2342
    DOI: 10.1039/C8OB00349A

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