Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, ETH Zürich, CH-8093 Zürich, Switzerland.
J Org Chem. 2013 Jul 5;78(13):6763-8. doi: 10.1021/jo400774u. Epub 2013 Jun 17.
Simplified syntheses suited for large scale preparations of the two hypervalent iodine reagents 1 and 2 for electrophilic trifluoromethylation are reported. In both cases, the stoichiometric oxidants sodium metaperiodate and tert-butyl hypochlorite have been replaced by trichloroisocyanuric acid. Reagent 1 is accessible in a one-pot procedure from 2-iodobenzoic acid in 72% yield. Reagent 2 was prepared via fluoroiodane 11 in a considerably shorter reaction time and with no need of an accurate temperature control.
报告了两种高价碘试剂 1 和 2 的适合大规模制备的简化合成方法。在这两种情况下,均以三氯异氰尿酸替代了计量氧化剂高碘酸钠和叔丁基次氯酸盐。试剂 1 可通过 2-碘苯甲酸以 72%的收率一步法制备得到。试剂 2 通过氟碘烷 11 制备,反应时间更短,并且不需要精确的温度控制。