53911-34-5Relevant articles and documents
Metal-Free Assembly of Polysubstituted Pyridines from Oximes and Acroleins
Huang, Huawen,Cai, Jinhui,Tang, Lichang,Wang, Zilong,Li, Feifei,Deng, Guo-Jun
, p. 1499 - 1505 (2016/03/01)
Transition-metal-catalyzed synthesis of N-heterocycles from oximes has been previously well established. In this paper, for the first time a metal-free protocol with the combinational employment of iodine and triethylamine has been demonstrated to be effective to trigger the oxime-based synthesis of pyridines with high chemo-selectivity and wide functional group tolerance. A broad range of functional pyridines were prepared in moderate to excellent yields. While neither iodine nor triethylamine could trigger this transformation, mechanistic experiments indicated a radical pathway for the reaction. The resultant 2-aryl-substituted pyridines have been proved to be versatile building blocks in a range of transition-metal-catalyzed C-H functionalization reactions. (Chemical Equation Presented).