Peng Jin-Bao, Wu Fu-Peng, Spannenberg Anke, Wu Xiao-Feng
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha Campus, Hangzhou, 310018, P. R. China.
Leibniz-Institut für Katalyse e.V. an der, Universität Rostock, Albert-Einstein-Straβe 29a, 18059, Rostock, Germany.
Chemistry. 2019 Jul 2;25(37):8696-8700. doi: 10.1002/chem.201901530. Epub 2019 May 27.
A palladium-catalyzed four-component carbonylative coupling reaction involving aryl halides, internal alkynes, arylboronic acids, and CO has been developed for the first time. All-carbon substituted α-unsaturated ketones and benzofulvenes can be selectively obtained in a highly regio- and stereocontrolled manner. Using Cu(TFA) as the additive, a series of tetrasubstituted α-unsaturated ketones were prepared in moderate to high yields. Using more acidic Lewis acid Cu(OTf) as the additive, multisubstituted benzofluvenes were synthesized in moderate yields. This efficient methodology involved the formation of three new C-C bonds, and provided a divergent method for the quick construction of multisubstituted α-unsaturated ketones and benzofulvenes from easily available starting materials.
首次开发了一种钯催化的四组分羰基化偶联反应，该反应涉及芳基卤化物、内炔、芳基硼酸和一氧化碳。全碳取代的α-不饱和酮和苯并富烯可以以高度区域和立体控制的方式选择性地获得。使用Cu(TFA)作为添加剂，以中等到高的产率制备了一系列四取代的α-不饱和酮。使用酸性更强的路易斯酸Cu(OTf)作为添加剂，以中等产率合成了多取代的苯并富烯。这种高效的方法涉及形成三个新的C-C键，并提供了一种从容易获得的起始原料快速构建多取代α-不饱和酮和苯并富烯的发散方法。
