氧化非激活的阿尼林生成N-基
Tianning Deng1, Wrickban Mazumdar1, Russell L Ford1
1Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, United States.
Journal of the American Chemical Society
|February 12, 2020
概括
一种新方法在低温下氧化2替代的阿尼林,以产生N-烯酸中间体. 这使得功能化N-异环的合成成为可能,包括螺旋环3H-indol和benzazepinones.
科学领域:
- 有机化学
- 合成化学
- 异环化学
背景情况:
- 在药物化学和材料科学中开发高效的合成途径至关重要.
- 传统方法通常需要严苛的条件或保护组,限制基质范围和效率.
研究的目的:
- 开发一种新型的低温无保护组氧化方法,用于二替代的阿尼林.
- 使用产生的N-烯化物中间体来构建功能化的N-异环.
主要方法:
- 用三酸或三酸 (Sc(OTf) 氧化二替代的阿尼林.
- 使用现场生成的N-酸中间体进行C-NAr和C-C键的形成.
主要成果:
- 成功合成了螺旋环和双环3H-indols和benzazepinones.
- 选择性C-NAr和C-C键形成途径的证明.
- 在氧化过程中控制选择性的因素的识别.
结论:
- 开发的方法在温和条件下提供了方便和高效的途径.
- N-烯酸中间体表现出用于构建复杂分子结构的多功能反应性.
- 这种方法扩大了获得有价值的3H-indols和benzazepinones的合成工具箱.
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