Cossar Peter J, Hizartzidis Lacey, Simone Michela I, McCluskey Adam, Gordon Christopher P
Centre for Chemical Biology, Chemistry Building, School of Environmental and Life Science, The University of Newcastle, University Drive, Callaghan, NSW 2308, Australia.
Org Biomol Chem. 2015 Jul 14;13(26):7119-30. doi: 10.1039/c5ob01067e. Epub 2015 Jun 15.
There has been an increasing body of evidence that flow hydrogenation enhances reduction outcomes across a wide range of synthetic transformations. Moreover flow reactors enhance laboratory safety with pyrophoric catalysts contained in sealed cartridges and hydrogen generated in situ from water. This mini-review focuses on recent applications of flow chemistry to mediate nitro, imine, nitrile, amide, azide, and azo reductions. Methodologies to effect de-aromatisation, hydrodehalogenation, in addition to olefin, alkyne, carbonyl, and benzyl reductions are also examined. Further, protocols to effect chemoselective reductions and enantioselective reductions are highlighted. Together these applications demonstrate the numerous advantages of performing hydrogenation under flow conditions which include enhanced reaction throughput, yields, simplified workup, and the potential applicability to multistep and cascade synthetic protocols.
越来越多的证据表明,流动氢化在广泛的合成转化中提高了还原反应的效果。此外,流动反应器通过密封盒中含有的自燃催化剂和由水原位产生的氢气提高了实验室安全性。本综述聚焦于流动化学在介导硝基、亚胺、腈、酰胺、叠氮化物和偶氮还原反应中的最新应用。还研究了除烯烃、炔烃、羰基和苄基还原反应外实现脱芳构化、加氢脱卤反应的方法。此外,还重点介绍了实现化学选择性还原和对映选择性还原的方案。这些应用共同证明了在流动条件下进行氢化反应的诸多优势,包括提高反应通量、产率、简化后处理,以及对多步和串联合成方案的潜在适用性。