• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Chemistry: A European journal >Efficient synthesis of 2-alkylidene-3-iminoindoles, indolo[1,2-b]isoquinolin5-ones, delta-carbolines, and indirubines by domino and sequential reactions of functionalized nitriles
【24h】

Efficient synthesis of 2-alkylidene-3-iminoindoles, indolo[1,2-b]isoquinolin5-ones, delta-carbolines, and indirubines by domino and sequential reactions of functionalized nitriles

机译：通过多米诺骨牌和功能化腈的顺序反应有效合成2-亚烷基-3-亚氨基吲哚，吲哚并[1,2-b]异喹啉5-酮，δ-咔啉和靛蓝

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

The sodium hydride mediated cyclization of arylacetonitriles with oxalic acid bis(imidoyl) dichlorides, azaanalogues of oxalyl chloride, afforded functionalized 2-alkylidene-3-iminoindoles with very good regio- and E/Z selectivity. Excellent chemoselectivities were observed for functionalized substrates. Based on these results a domino "cyclization-lactarnization" reaction of bis(imidoyl) chlorides with methyl 2-(cyanomethyl)benzoate was developed. This process allowed a convenient one-pot synthesis of indolo[1,2-b]isoquinolin-5-ones related to tryptanthrin. A new and convenient synthesis of delta-carbolines by intramolecular electrocyclization elimination reactions of 2-alkylidene-3-iminoindoles was developed. It was shown that delta-carbolines selectively bind to triplex or duplex DNA (intercalation). Indirubine analogues were prepared by deprotection and lactonization of functionalized 2-alkylidene-3-iminoindoles. [References: 60]
机译：氢化钠介导的芳基乙腈与草酸双（亚氨基酰基）二氯化物的环化反应，草酰氯的氮杂类似物提供功能化的2-亚烷基-3-亚氨基吲哚，具有很好的区域和E / Z选择性。对于功能化的底物，观察到优异的化学选择性。基于这些结果，开发了双（亚氨基酰基）氯化物与2-（氰基甲基）苯甲酸甲酯的多米诺骨牌“环化-催乳化”反应。该过程允许方便地一锅合成与色胺酮相关的吲哚[1,2-b]异喹啉-5-酮。通过2-亚烷基-3-亚氨基吲哚的分子内电环消除反应，开发了一种新的方便的δ-咔啉合成方法。结果表明，δ-咔啉可选择性结合三链体或双链体DNA（嵌入）。通过功能化的2-亚烷基-3-亚氨基吲哚的去保护和内酯化制备靛红类似物。 [参考：60]

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