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Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines†
RSC Advances ( IF 3.9 ) Pub Date : 2019-10-28 , DOI: 10.1039/c9ra06724h Yanpeng Liu 1, 2 , Lixue Lu 1 , Haipin Zhou 3 , Feijie Xu 1 , Cong Ma 4 , Zhangjian Huang 1 , Jinyi Xu 1 , Shengtao Xu 1
RSC Advances ( IF 3.9 ) Pub Date : 2019-10-28 , DOI: 10.1039/c9ra06724h Yanpeng Liu 1, 2 , Lixue Lu 1 , Haipin Zhou 3 , Feijie Xu 1 , Cong Ma 4 , Zhangjian Huang 1 , Jinyi Xu 1 , Shengtao Xu 1
Affiliation
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N-(Pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines were synthesized respectively from α-bromoketones and 2-aminopyridine under different reaction conditions. N-(Pyridin-2-yl)amides were formed in toluene via C–C bond cleavage promoted by I2 and TBHP and the reaction conditions were mild and metal-free. Whereas 3-bromoimidazopyridines were obtained in ethyl acetate via 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.
中文翻译：
从 α-溴酮和 2-氨基吡啶化学发散合成 N-(吡啶-2-基)酰胺和 3-溴咪唑并[1,2-a]吡啶†
以α-溴酮和2-氨基吡啶在不同反应条件下分别合成N- (吡啶-2-基)酰胺和3-溴咪唑并[1,2- a ]吡啶。N- (Pyridin-2-yl)amides 在甲苯中通过I 2和 TBHP促进的 C-C 键断裂形成，反应条件温和且不含金属。3-溴咪唑并吡啶在乙酸乙酯中通过一锅串联环化/溴化仅加入TBHP得到，而进一步溴化促进环化形成咪唑并吡啶，不需要碱，多功能的3-溴咪唑并吡啶可以进一步转移到其他骷髅。
更新日期：2019-10-28
中文翻译：
从 α-溴酮和 2-氨基吡啶化学发散合成 N-(吡啶-2-基)酰胺和 3-溴咪唑并[1,2-a]吡啶†
以α-溴酮和2-氨基吡啶在不同反应条件下分别合成N- (吡啶-2-基)酰胺和3-溴咪唑并[1,2- a ]吡啶。N- (Pyridin-2-yl)amides 在甲苯中通过I 2和 TBHP促进的 C-C 键断裂形成，反应条件温和且不含金属。3-溴咪唑并吡啶在乙酸乙酯中通过一锅串联环化/溴化仅加入TBHP得到，而进一步溴化促进环化形成咪唑并吡啶，不需要碱，多功能的3-溴咪唑并吡啶可以进一步转移到其他骷髅。
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