Laboratory for Organic Chemistry, ETH Zürich, Wolfgang-Pauli-Strasse 10, 8093 Zürich, Switzerland.
J Org Chem. 2013 Aug 2;78(15):7749-53. doi: 10.1021/jo401099e. Epub 2013 Jul 16.
The (trifluoromethyl)stannane reagent, Bu3SnCF3, was found to react under CsF activation with ketones and aldehydes to the corresponding trifluoromethylated stannane ether intermediates at room temperature in high yield. Only a mildly acidic extraction (aqueous NH4Cl) is required to release the corresponding trifluoromethyl alcohol products. The protocol is compatible with acid-sensitive functional groups.
三氟甲基锡试剂(Bu3SnCF3)在氟化铯(CsF)激活下,与酮和醛反应,在室温下以高产率得到相应的三氟甲基化锡醚中间体。只需进行温和的酸性萃取(水相氯化铵)即可释放相应的三氟甲基醇产物。该方案与酸敏感官能团兼容。