B(C6F5) 3介导的N-propargylindoles的直接分子内C7基化
1School of Chemistry, Dalian University of Technology, Dalian 116024, P. R. China. wangtd@dlut.edu.cn.
Chemical communications (Cambridge, England)
|August 4, 2023
概括
一种新方法使N-propargylindoles的直接C7基化能够使用tris{pentafluorophenyl) . 这一突破允许合成复杂的化道和多芳香的N-异环.
科学领域:
- 有机化学 有机化学
- 合成方法论 合成方法论
- 异环化学 异环化学
背景情况:
- 印衍生物在制药和材料科学中很普遍.
- 室内的直接功能化,特别是在C7位置,仍然具有挑战性.
- 现有的方法往往需要指导小组或恶劣的条件.
研究的目的:
- 为N-propargylindoles开发一种新的,直接的C7-基化策略.
- 探索发生反应的范围和机制.
- 为了证明C7基化产品在合成更复杂的异环系统中的实用性.
主要方法:
- 作为易斯酸催化剂,利用三甲 (BC6F5) 3).
- 使用N-propargylindoles作为直接C7-alkenylation的基板.
- 研究了涉及pi激活,Friedel-Crafts化和质子转移的反应机制.
主要成果:
- 在不需要指导组的情况下,实现了N-propargylindoles的直接C7基化.
- 阐明了一条反应途径,涉及B(C6F5) 3介导的基因的pi激活.
- 通过脱质和化物抽取,证明了C7化产品的转化为合的英多尔和多芳香的N-异环.
结论:
- 建立了一种简单有效的方法,用于C7-基化N-propargylindoles.
- 开发的方法提供了一条新的途径,用于各种基于醇的化系统.
- 这项工作扩大了合成工具箱,用于构建复杂的多芳香N-异环环.
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