Ammonium iodide-promoted cyclization of ketones with DMSO and ammonium acetate for synthesis of substituted pyridines

作者: Xiaojun Pan , Qiao Liu , Liming Chang , Gaoqing Yuan

DOI: 10.1039/C5RA07584J

关键词: Ammonium acetateOrganic chemistryPyridineAmmonium iodideChemistry

摘要: A simple and efficient method has been developed for the synthesis of symmetrical unsymmetrical pyridines via NH4I-promoted cyclization ketones with DMSO NH4OAc. It was found that methyl always gave selective formation pyridine, while non-methyl unpredictable results (symmetrical or non-symmetrical product only, a mixture two). In addition, deuterium-labeling experiments indicated C4 C6 target pyridine rings resulted from DMSO.

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