由α-溴代酮和2-氨基吡啶进行化学发散合成-(吡啶-2-基)酰胺和3-溴咪唑并[1,2 -]吡啶。

Chemodivergent synthesis of -(pyridin-2-yl)amides and 3-bromoimidazo[1,2-]pyridines from α-bromoketones and 2-aminopyridines.

作者信息

Liu Yanpeng, Lu Lixue, Zhou Haipin, Xu Feijie, Ma Cong, Huang Zhangjian, Xu Jinyi, Xu Shengtao

机构信息

State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University 24 Tong Jia Xiang Nanjing 210009 China

Department of Chemistry, City University of Hong Kong 83 Tat Chee Avenue Hong Kong SAR P. R. China.

出版信息

RSC Adv. 2019 Oct 28;9(59):34671-34676. doi: 10.1039/c9ra06724h. eCollection 2019 Oct 23.

-(Pyridin-2-yl)amides and 3-bromoimidazo[1,2-]pyridines were synthesized respectively from α-bromoketones and 2-aminopyridine under different reaction conditions. -(Pyridin-2-yl)amides were formed in toluene C-C bond cleavage promoted by I and TBHP and the reaction conditions were mild and metal-free. Whereas 3-bromoimidazopyridines were obtained in ethyl acetate one-pot tandem cyclization/bromination when only TBHP was added, the cyclization to form imidazopyridines was promoted by the further bromination, no base was needed, and the versatile 3-bromoimidazopyridines could be further transferred to other skeletons.