title: Metal-Free Assembly of Polysubstituted Pyridines from Oximes and Acroleins.
abstract: 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.
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University , Xiangtan 411105, China.
authors.forename: Huawen
authors.initials: H
authors.lastname: Huang
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University , Xiangtan 411105, China.
authors.forename: Jinhui
authors.initials: J
authors.lastname: Cai
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University , Xiangtan 411105, China.
authors.forename: Lichang
authors.initials: L
authors.lastname: Tang
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University , Xiangtan 411105, China.
authors.forename: Zilong
authors.initials: Z
authors.lastname: Wang
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University , Xiangtan 411105, China.
authors.forename: Feifei
authors.initials: F
authors.lastname: Li
authors.affiliation: Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University , Xiangtan 411105, China.
authors.forename: Guo-Jun
authors.initials: GJ
authors.lastname: Deng