Fluorous Synthesis of Hydantoin-, Piperazinedione-, and Benzodiazepinedione-Fused Tricyclic and Tetracyclic Ring Systems.

Fluorous Synthesis of Hydantoin-, Piperazinedione-, and Benzodiazepinedione-Fused Tricyclic and Tetracyclic Ring Systems.
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DOI:
10.1002/ejoc.200600077
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发表时间:
2006-05
影响因子:
2.8
通讯作者:
Wei Zhang-;Yimin Lu;C. Chen;D. Curran;S. Geib
Wei Zhang-;Yimin Lu;C. Chen;D. Curran;S. Geib
中科院分区:
化学3区
文献类型:
--
作者:
Wei Zhang-;Yimin Lu;C. Chen;D. Curran;S. Geib

文献摘要

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由甲亚胺叶立德的一锅、三组分[3+2]环加成产生的氟脯氨酸衍生物用于不同的后缩合反应以形成乙内酰脲-、哌嗪二酮-和苯并二氮杂卓二酮-稠合的三环和四环环系统。高合成效率是通过进行快速的微波反应和容易的氟固相萃取用于反应混合物纯化来实现的。为这些新型药物样杂环化合物开发的方法可以应用于多样性导向的库合成。
Fluorous proline derivatives generated from one-pot, three-component [3+2] cycloaddition of azomethine ylides are employed for different post-condensation reactions to form hydantoin-, piperazinedione-, and benzodiazepinedione-fused tricyclic and tetracyclic ring systems. The high synthetic efficiency is achieved by conducting fast microwave reactions and easy fluorous-solid phase extractions for reaction mixture purifications. Methods developed for these novel drug-like heterocyclic compounds can be applied to diversity-oriented library synthesis.