Iron‐Catalyzed Transfer Hydrogenation: Divergent Synthesis of Quinolines and Quinolones from <i>ortho</i>‐Nitrobenzyl Alcohols
作者:Simin Chun、Ramachandra Reddy Putta、Junhwa Hong、Seung Hyun Choi、Dong‐Chan Oh、Suckchang Hong
DOI:10.1002/adsc.202300661
日期:2023.10.13
report the divergent synthesis of quinolines and quinolones via a transfer hydrogenative condensation of ortho-nitrobenzyl alcohols in one step. The reaction proceeded using the cyclopentadienone iron complex without any additional redox reagents. After transfer hydrogenation between ortho-nitrobenzyl alcohols and secondary alcohols, the subsequent Friedländer annulation affords polysubstituted quinoline
在此,我们报道了通过邻硝基苯甲醇的转移氢化缩合一步合成喹啉和喹诺酮的不同合成方法。使用环戊二烯酮铁络合物进行反应,无需任何额外的氧化还原试剂。在邻硝基苯甲醇和仲醇之间进行转移氢化后,随后进行 Friedländer 环化反应,得到 22-90% 的多取代喹啉产物(39 个例子)。所开发的方法还应用于使用伯醇代替仲醇合成喹诺酮类药物(12 个实例)。获得的喹啉产品被转化为几种候选药物,以证明其合成潜力。