Chromium(II)-Mediated Reactions of Iodonium Tetrafluoroborates with Aldehydes: Umpolung of Reactivity of Diaryl-, Alkenyl(aryl)-, and Alkynyl(aryl)iodonium Tetrafluoroborates
作者:Da-Wei Chen、Masahito Ochiai
DOI:10.1021/jo990809y
日期:1999.9.1
of iodonium salts with anhydrous chromium dichloride, followed by their nucleophilic addition to aldehydes to yield alcohols. In contrast to the reaction of aryl and alkenyl halides with chromium dichloride, these iodonium salts are so active that organochromium(III) could be generated without using a nickel catalyst. Substituent effects of unsymmetrically substituted diaryliodonium salts on the product
本文所述的方法首次使我们能够进行四氟硼酸二芳基-,链烯基(芳基)-和炔基(芳基)碘鎓反应性的反应。该方法涉及通过碘鎓盐与无水二氯化铬反应生成有机铬(III)物质,然后将其亲核加成到醛中以生成醇。与芳基卤化物和烯基卤化物与二氯化铬的反应相反,这些碘鎓盐非常活泼,可以在不使用镍催化剂的情况下生成有机铬(III)。不对称取代的二芳基碘鎓盐对产物分布的取代作用与所报道的中间不对称二芳基芳烃基的分解方式非常吻合。