• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Chemistry: A European journal >Unprecedented FeCl3·6H2O-Promoted Skeleton Rearrangement of 1-Aryl- 2,3,4,5-tetrahydro-1H-3-benzazepines: A New Strategy for the Synthesis of C1 Quaternary Tetrahydroisoquinolines
【24h】

Unprecedented FeCl3·6H2O-Promoted Skeleton Rearrangement of 1-Aryl- 2,3,4,5-tetrahydro-1H-3-benzazepines: A New Strategy for the Synthesis of C1 Quaternary Tetrahydroisoquinolines

机译：前所未有的FeCl3·6H2O促进1-芳基2,3,4,5-四氢-1H-3-苯并ze庚因骨架重排：合成C1四元季氢异喹啉的新策略

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

1-Aryl-2,3,4,5-tetrahydro-1H-benzazepines represent an important class of compounds with dopamine D1 receptor agonistic or antagonistic activities (Figure 1).[8] For example, SKF 82526 (Fenoldopam) is a specific dopamine receptor agonist, and used clinically as an antihypertensive agent. SCH 23390, another benzazepine analogue, is a typical D1 receptor antagonist, widely used as a tool drug.[8, 9] Generally, these compounds can be readily prepared by reaction of an b-phenylethylamine and styrene oxide followed by acidassisted cyclization.[10] In the pursuit of novel benzazepine analogues as D1 receptor ligands,[2, 8, 10] we recently found that 1-aryl-2,3,4,5-tetrahydro-1H-benzazepines upon treating with FeCl3·6H2O/PhNO2 can undergo a unprecedented skeleton rearrangement leading to a series of THIQs. Although oxidative skeleton rearrangement of several specific benzazepines has been reported in literatures,[11] our current communication showed for the first time that 1-aryl-tetrahydroisoquinolines can be prepared through a skeleton-rearrangement promoted by FeCl3·6H2O. More interestingly, structurally complicated THIQs containing a quaternary C1 center equipped with a formyl function can be also prepared with this novel protocol.
机译：1-芳基-2,3,4,5-四氢-1H-苯并ze庚因是一类具有多巴胺D1受体激动或拮抗活性的重要化合物（图1）。[8]例如，SKF 82526（非诺德m）是一种特定的多巴胺受体激动剂，并且在临床上用作降压药。 SCH 23390是另一种苯并ze庚因类似物，是一种典型的D1受体拮抗剂，广泛用作工具药。[8，9]通常，这些化合物可通过b-苯乙胺与氧化苯乙烯反应，然后进行酸辅助环化而容易地制备。[ 10]追求新型苯并ze庚因类似物作为D1受体配体[2，8，10]我们最近发现，用FeCl3·6H2O / PhNO2处理后的1-芳基-2,3,4,5-四氢-1H-苯并enza庚因可以经历空前的骨架重排导致一系列THIQ。尽管在文献中已经报道了几种特定的苯并ze庚因的氧化骨架重排，[11]我们目前的通讯首次表明，可以通过FeCl3·6H2O促进的骨架重排制备1-芳基-四氢异喹啉。更有趣的是，也可以用这种新颖的方案制备结构复杂的包含带有甲酰基功能的四级C1中心的THIQ。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号