Because of the great virtue of Heck reaction and one-pot reaction,Recently it attract many attention that how to synthesis indoles by this two methods,and has gained many progress.But It is still a problem that how to...Because of the great virtue of Heck reaction and one-pot reaction,Recently it attract many attention that how to synthesis indoles by this two methods,and has gained many progress.But It is still a problem that how to synthesis indoles through one-pot reaction with o-haloaniline and open-chain ketone.Here,for the first time,we synthesized 3-ethoxycarbonyl-2-methylindole through one-pot Heck reaction with o-bromoaniline and open-chain ketone ethyl acetoacetate.Farther work is in progress.展开更多
1-Boc-吲哚-2-硼酸衍生物是一类重要的有机中间体,广泛用于卤代芳烃参与的Suzuki-Miyaura偶联反应,从而构建复杂吲哚化合物.为了合成这类吲哚硼酸衍生物,以邻甲基硝基苯的衍生物(1a-1g)为起始原料,通过与DMFDMA、THP进行反应并进行浓缩...1-Boc-吲哚-2-硼酸衍生物是一类重要的有机中间体,广泛用于卤代芳烃参与的Suzuki-Miyaura偶联反应,从而构建复杂吲哚化合物.为了合成这类吲哚硼酸衍生物,以邻甲基硝基苯的衍生物(1a-1g)为起始原料,通过与DMFDMA、THP进行反应并进行浓缩结晶合成对应的烯胺;烯胺与还原剂进行还原关环得到吲哚衍生物;吲哚衍生物与二碳酸二叔丁酯反应完成对吲哚的保护;Boc保护的吲哚衍生物在低温无水无氧条件下与硼酸三异丙酯、LDA反应引入硼酸基团共4步反应,成功合成了包括6-苄氧基-1-Boc-吲哚-2-硼酸在内的共计7种吲哚硼酸衍生物(5a-5g),其结构经^1H NMR、^13 C NMR、IR和MS表征.展开更多
文摘Because of the great virtue of Heck reaction and one-pot reaction,Recently it attract many attention that how to synthesis indoles by this two methods,and has gained many progress.But It is still a problem that how to synthesis indoles through one-pot reaction with o-haloaniline and open-chain ketone.Here,for the first time,we synthesized 3-ethoxycarbonyl-2-methylindole through one-pot Heck reaction with o-bromoaniline and open-chain ketone ethyl acetoacetate.Farther work is in progress.
文摘1-Boc-吲哚-2-硼酸衍生物是一类重要的有机中间体,广泛用于卤代芳烃参与的Suzuki-Miyaura偶联反应,从而构建复杂吲哚化合物.为了合成这类吲哚硼酸衍生物,以邻甲基硝基苯的衍生物(1a-1g)为起始原料,通过与DMFDMA、THP进行反应并进行浓缩结晶合成对应的烯胺;烯胺与还原剂进行还原关环得到吲哚衍生物;吲哚衍生物与二碳酸二叔丁酯反应完成对吲哚的保护;Boc保护的吲哚衍生物在低温无水无氧条件下与硼酸三异丙酯、LDA反应引入硼酸基团共4步反应,成功合成了包括6-苄氧基-1-Boc-吲哚-2-硼酸在内的共计7种吲哚硼酸衍生物(5a-5g),其结构经^1H NMR、^13 C NMR、IR和MS表征.