(Hetero)Arylation of 6-Halogenoimidazo[1,2-a]pyridines Differently Substituted at C(2): Influence of the 2-Substituent on theSuzuki Cross-Coupling Reaction
作者:Cécile Enguehard、Maud Hervet、Isabelle Théry、Jean-Louis Renou、Florence Fauvelle、Alain Gueiffier
DOI:10.1002/1522-2675(20011219)84:12<3610::aid-hlca3610>3.0.co;2-d
日期:2001.12.19
cross-coupling reaction of 3-iodoimidazo[1,2-a]pyridines substituted at C(2) is largely influenced by the nature of this 2-substituent. Hence, with the aim to expand the scope of this coupling process to the 6-position of this series, it seemed important to similarly determine the influence of the nature of the 2-substituent (H, alkyl, or aryl) on the rate of coupling. From this work, the Suzuki-type
我们以前报道过在 C(2) 处取代的 3-iodoimidazo[1,2-a]pyridines 的 Suzuki 交叉偶联反应的反应性很大程度上受此 2-取代基的性质的影响。因此,为了将该偶联过程的范围扩展到该系列的 6 位,类似地确定 2-取代基(H、烷基或芳基)的性质对反应速率的影响似乎很重要。耦合。从这项工作中,Suzuki 型交叉偶联显示在 6-溴-2-甲基-和 2-(4-氟苯基)咪唑并[1,2-a]吡啶上有效进行,而 6-Br 衍生物未取代在 C(2) 处的反应似乎很差。通过改变催化剂和碱的反应条件以及卤素的性质,未取代系列的反应性大大提高。最后,