Frei Michelle S, Bilyard Matthew K, Alanine Thomas A, Galloway Warren R J D, Stokes Jamie E, Spring David R
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK.
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK; Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China.
Bioorg Med Chem. 2015 Jun 1;23(11):2666-79. doi: 10.1016/j.bmc.2014.11.037. Epub 2014 Dec 24.
Herein, we report on work towards the development of a new strategy for the synthesis of rare and biologically interesting indolizin-5(3H)-ones, which is based around the use of ring-closing metathesis to construct the carbocyclic ring system. This study has provided insights into the general stability of indolizin-5(3H)-ones and their tendency to exist as the tautomeric indolizin-5-ols. Furthermore, this approach has allowed access to other novel structurally related compounds based around unusual 6,5-azabicyclic scaffolds, which are also difficult to generate using typical methods. The azabicyclic compounds synthesized in this study reside in attractive regions of heterocyclic chemical space that are underexploited in current drug and agrochemical discovery efforts.
在此，我们报告了一项关于开发合成稀有且具有生物学意义的中氮茚-5(3H)-酮新策略的工作，该策略基于使用闭环复分解反应构建碳环系统。这项研究深入了解了中氮茚-5(3H)-酮的一般稳定性及其以互变异构体中氮茚-5-醇形式存在的倾向。此外，这种方法还能够获得基于不寻常的6,5-氮杂双环骨架的其他新型结构相关化合物，而这些化合物用典型方法也难以生成。本研究中合成的氮杂双环化合物位于杂环化学空间中具有吸引力的区域，这些区域在当前药物和农用化学品发现工作中尚未得到充分利用。
