Serizawa Hiroki, Aikawa Kohsuke, Mikami Koichi
Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
Org Lett. 2014 Jul 3;16(13):3456-9. doi: 10.1021/ol501332g. Epub 2014 Jun 13.
The direct synthesis of pentafluoroethyl copper (CuC2F5) from a cuprate reagent and ethyl pentafluoropropionate as one of the most economical and useful pentafluoroethyl sources was accomplished. The advantages of this method are; all the reagents employed are low-cost and operationally simple, and the CuC2F5 reagent is prepared in virtually quantitative yield. Furthermore, the CuC2F5 reagent prepared was successfully applied to two types of pentafluoroethylations with arylboronic acids and aryl bromides to provide the pentafluoroethylated aromatic products in good-to-excellent yields, including large scale operations.
通过铜酸盐试剂与五氟丙酸乙酯直接合成五氟乙基铜（CuC2F5），五氟丙酸乙酯是最经济且有用的五氟乙基源之一，这一合成过程得以实现。该方法的优点包括：所有使用的试剂成本低廉且操作简单，并且制备CuC2F5试剂的产率几乎是定量的。此外，所制备的CuC2F5试剂成功应用于两类与芳基硼酸和芳基溴的五氟乙基化反应，以良好至优异的产率得到五氟乙基化的芳香产物，包括大规模操作。
