通过氧化诱导的N-N键合,从基,基和基复合物合成多元
Adam J Pearce1, Robin P Harkins1, Benjamin R Reiner1
1Department of Chemistry, University of Minnesota-Twin Cities, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, United States.
这项研究引入了一种使用多组分氧化合的新,更安全的合成方法. 这种方法通过通过介导的合在过程的晚期形成关键的N-N键,避免了危险的.
科学领域:
- 有机金属化学
- 合成有机化学
- 异环化学
背景情况:
- 在许多药物和生物活性分子中发现的Pyrazoles是重要的异环化合物.
- 传统的醇合成通常依赖于危险的试剂,如氨酸,以形成N-N键.
- 开发更安全,更有效的合成方法是重要的研究领域.
研究的目的:
- 报告一个新的多组分氧化合反应,用于合成多替代的pyrazole.
- 提供一个模块化和更安全的替代传统的Pyrazole合成方法.
- 通过介导合,阐明N-N键形成的机制.
主要方法:
- 使用了涉及,和等复合物的多组分反应.
- 通过关键的二甲酸环二烯中间体的体质测量反应来研究该机制.
- 探索不同的途径以获取中间体,包括环开放和直接化.
主要成果:
- 通过一种新的Ti催化氧化合成功合成了多种替代性.
- 证明N-N键在最后一步通过氧化诱导的合形成.
- 确定了一种二氧化环二烯中间体,并提出了N-N键形成的电循环机制.
- 通过氧化中间体的不成比例使用弱氧化剂,如TEMPO.
结论:
- 开发的方法提供了一个模块化和更安全的合成方法,避免了危险的试剂.
- 这项研究提供了对介导的N-N键形成的机理见解,这是一个罕见的转化.
- 这项工作扩大了合成工具箱,以获取具有潜在制药应用的多种pyrazole支架.
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