• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Chemistry: A European journal >Deprotonative Metalation of Functionalized Aromatics Using MixedLithium-Cadmium, Lithium-Indium, and Lithium-Zinc Species
【24h】

Deprotonative Metalation of Functionalized Aromatics Using MixedLithium-Cadmium, Lithium-Indium, and Lithium-Zinc Species

机译：使用混合的锂镉，锂铟和锂锌物种的功能化芳香剂的去质子化金属化

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

In situ mixtures ofCdC12TMEDA (0.5 equiv; TMEDA =N,N,N',N'-tetramethylethylenediamine)or InC13 (0.33 equiv) with [Li(tmp)](tmp=2,2,6,6-tetramethylpiperidino; 1.5 or 1.3 equiv, respectively) werecompared with the previously de-scribed mixture of ZnC12.TMEDA(0.5 equiv) and [Li(tmp)] (1.5 equiv)for their ability to deprotonate anisole,benzothiazole, and pyrimidine.[(tmp)3CdLi] proved to be the best base when used in tetrahydrofuran atroom temperature, as demonstrated bysubsequent trapping with iodine. TheCd—Li base then proved suitable forthe metalation of a large range of aro-matics including benzenes bearing re-active functional groups (CONEt2,CO2Me, CN, COPh) or heavy halogens(Br, I), and heterocycles (from thefuran, thiophene, pyrrole, oxazole, thia-zole, pyridine, and diazine series). Five-membered heterocycles benefitingfrom doubly activated positions weresimilarly dideprotonated at room tem-perature. The aromatic lithium cad-mates thus obtained were involved inpalladium-catalyzed cross-coupling re-actions or simply quenched with acidchlorides.
机译：CdC12TMEDA（0.5当量; TMEDA = N，N，N'，N'-四甲基乙二胺）或InC13（0.33当量）与[Li（tmp）]（tmp = 2,2,6,6-四甲基哌啶子基; 1.5或与分别描述的ZnC12.TMEDA（0.5当量）和[Li（tmp）]（1.5当量）的混合物相比，它们分别具有对苯甲醚，苯并噻唑和嘧啶去质子化的能力。[（tmp）3CdLi]室温下在四氢呋喃中使用时被证明是最好的碱，随后的碘捕获证明了这一点。然后证明了Cd-Li碱适用于多种芳族金属的金属化，包括带有反应性官能团的苯（CONEt2，CO2Me，CN，COPh）或重卤素（Br，I）和杂环（来自呋喃，噻吩） ，吡咯，恶唑，噻唑，吡啶和二嗪系列）。得益于双激活位置的五元杂环在室温下也被双去质子化。由此获得的芳族锂cad-mate参与钯催化的交叉偶联反应，或简单地用酰氯淬灭。

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