Molander Gary A, Sandrock Deidre L
Roy and Diana A. Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.
Org Lett. 2007 Apr 12;9(8):1597-600. doi: 10.1021/ol070543e. Epub 2007 Mar 17.
[reaction: see text] The Suzuki-Miyaura cross-coupling reaction of N,N-dialkylaminomethyltrifluoroborates with aryl halides allows the construction of an aminomethyl aryl linkage through a disconnection based on dissonant reactivity patterns. A variety of these aminomethyltrifluoroborate substrates were prepared in good to excellent yields and then shown to cross-couple with equal facility to both electron-rich and electron-poor aryl halides as well as to a variety of heteroaromatic bromides.
[反应:见正文] N,N-二烷基氨基甲基三氟硼酸盐与芳基卤化物的铃木-宫浦交叉偶联反应,通过基于不和谐反应模式的切断作用,实现了氨基甲基芳基键的构建。制备了多种此类氨基甲基三氟硼酸盐底物,产率良好至优异,然后证明它们能以相同的反应活性与富电子和缺电子芳基卤化物以及多种杂芳基溴化物发生交叉偶联。