Institute of Chemistry , University of Graz , NAWI Graz, Heinrichstrasse 28 , 8010 Graz , Austria.
Center for Continuous Flow Synthesis and Processing (CCFLOW) , Research Center Pharmaceutical Engineering GmbH (RCPE) , Inffeldgasse 13 , 8010 Graz , Austria.
Org Lett. 2019 Dec 20;21(24):10094-10098. doi: 10.1021/acs.orglett.9b04072. Epub 2019 Dec 3.
A scalable procedure for the direct preparation of epoxides from ketones has been developed. The method is based on the carefully controlled generation of (bromomethyl)lithium (LiCHBr) from inexpensive CHBr and MeLi in a continuous flow reactor. The reaction has shown excellent selectivity for a variety of substrates, including α-chloroketones, which typically fail under classic Corey-Chaykovsky conditions. This advantage has been used to develop a novel route toward the drug fluconazole.
已经开发出一种从酮直接制备环氧化物的可扩展方法。该方法基于在连续流反应器中仔细控制由廉价的 CHBr 和 MeLi 生成（溴甲基）锂（LiCHBr）。该反应对各种底物表现出优异的选择性，包括在经典 Corey-Chaykovsky 条件下通常失败的α-氯代酮。这一优势已被用于开发一种新型抗真菌药物氟康唑的合成路线。
