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
将溴保护法应用到4-甲氧基-2-吲哚酮合成中,以间甲氧基苯胺为原料,经一锅法溴化、Sandmeyer异亚硝基乙酰替苯胺合成法制备得5,7-二溴-4-甲氧基靛红后,再经钯碳加氢脱溴、水合肼一锅法还原反应制备得目标产物,总收率达54.14%。考察了溴...将溴保护法应用到4-甲氧基-2-吲哚酮合成中,以间甲氧基苯胺为原料,经一锅法溴化、Sandmeyer异亚硝基乙酰替苯胺合成法制备得5,7-二溴-4-甲氧基靛红后,再经钯碳加氢脱溴、水合肼一锅法还原反应制备得目标产物,总收率达54.14%。考察了溴化反应溴素用量、Sandmeyer反应过程反应温度和反应时间对收率的影响,所有产物结构均通过~1H NMR、^(13) C NMR、元素分析等进行了表征。结果表明,溴化反应中甲氧基苯胺与溴素的较佳摩尔比为1∶2.2,Sandmeyer反应适宜的反应条件为80℃反应2h。展开更多
以邻卤代苯胺和水合氯醛、盐酸羟胺为原料,通过Sandmeyer异亚硝基乙酰替苯胺合成法制备得7-卤代靛红,再经硼氢化钠/三氟化硼乙醚体系还原制备得7-卤代吲哚。考察了酰胺化反应温度和反应时间、成环反应温度、还原体系种类及还原剂用量对...以邻卤代苯胺和水合氯醛、盐酸羟胺为原料,通过Sandmeyer异亚硝基乙酰替苯胺合成法制备得7-卤代靛红,再经硼氢化钠/三氟化硼乙醚体系还原制备得7-卤代吲哚。考察了酰胺化反应温度和反应时间、成环反应温度、还原体系种类及还原剂用量对反应收率的影响,所有产物结构均通过~1H NMR、^(13) C NMR和元素分析等进行了表征。结果表明,制备7-氟吲哚、7-溴吲哚、7-氯吲哚时,较佳的酰胺化反应温度和反应时间分别为回流10min、80℃4h和80℃3h,较佳的成环反应温度分别为80℃、85℃和80℃,较优的还原体系为硼氢化钠/三氟化硼乙醚体系,较优的还原剂用量为n(硼氢化钠)∶n(三氟化硼乙醚)∶n(7-卤代靛红)=3.0∶2.25∶1。该工艺具有成本低、反应条件温和、收率较高,操作简便等优点,适合批量制备7-卤代吲哚。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.
文摘将溴保护法应用到4-甲氧基-2-吲哚酮合成中,以间甲氧基苯胺为原料,经一锅法溴化、Sandmeyer异亚硝基乙酰替苯胺合成法制备得5,7-二溴-4-甲氧基靛红后,再经钯碳加氢脱溴、水合肼一锅法还原反应制备得目标产物,总收率达54.14%。考察了溴化反应溴素用量、Sandmeyer反应过程反应温度和反应时间对收率的影响,所有产物结构均通过~1H NMR、^(13) C NMR、元素分析等进行了表征。结果表明,溴化反应中甲氧基苯胺与溴素的较佳摩尔比为1∶2.2,Sandmeyer反应适宜的反应条件为80℃反应2h。
文摘以邻卤代苯胺和水合氯醛、盐酸羟胺为原料,通过Sandmeyer异亚硝基乙酰替苯胺合成法制备得7-卤代靛红,再经硼氢化钠/三氟化硼乙醚体系还原制备得7-卤代吲哚。考察了酰胺化反应温度和反应时间、成环反应温度、还原体系种类及还原剂用量对反应收率的影响,所有产物结构均通过~1H NMR、^(13) C NMR和元素分析等进行了表征。结果表明,制备7-氟吲哚、7-溴吲哚、7-氯吲哚时,较佳的酰胺化反应温度和反应时间分别为回流10min、80℃4h和80℃3h,较佳的成环反应温度分别为80℃、85℃和80℃,较优的还原体系为硼氢化钠/三氟化硼乙醚体系,较优的还原剂用量为n(硼氢化钠)∶n(三氟化硼乙醚)∶n(7-卤代靛红)=3.0∶2.25∶1。该工艺具有成本低、反应条件温和、收率较高,操作简便等优点,适合批量制备7-卤代吲哚。
