访问多样化的桥梁[1,5]oxazocine和[1,4]diazepine结构的阵列
Grant J Sherborne1, Coura Diène1, Paul Kemmitt1
1Medicinal Chemistry Oncology R&D, Research and Early Development, AstraZeneca, The Discovery Centre, Cambridge Biomedical Campus, 1 Francis Crick Avenue, Cambridge CB2 0AA, U.K.
Organic letters
|November 23, 2023
概括
这项研究表明,一种新型的一合成的桥梁-融合异环,如素和亚zepines从anilines和化物. 这些方法产生复杂的桥梁七个和八个成员的环系统,具有高的 diastereoselectivity.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 异环化学 异环化学
背景情况:
- 桥接的聚聚合异环是药物化学中的重要支架.
- 对这些复杂结构的高效合成路线非常受欢迎.
研究的目的:
- 开发一种新的一合成策略,用于桥接的[1,5]oxazocines和[1,4]diazepines.
- 为了探索含有皮里丁的中间体的 diastereoselective 转换.
主要方法:
- 一种单凝结,然后进行6π电循环反应.
- 2,3-二基诺林中间体通过N或O核友的分子内捕获.
- 对和基替代中间体进行灾难选择性降解.
主要成果:
- 成功合成了桥接的七个和八个成员的焦融合异环.
- 从3-氧二二碳酸中形成一个稳定的zwitterionic结构.
- 在还原和循环/化途径中实现了高的二选择性.
结论:
- 开发的方法为复杂的桥接 heterocyclic 系统提供了一个简单的途径.
- 这项研究强调了在异环合成中电循环和二聚体选择性减少的实用性.
- 这种方法为产生多样化的分子架构提供了潜力.
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