Synthesis of bis(alk-3-en-1-ynyl)benzene with either E- or Z-configuration via a one-pot three-component coupling reaction and its optical properties
作者:Masayuki Hoshi、Souichi Suzuki、Shingo Saitoh、Mitsuhiro Okimoto、Kazuya Shirakawa
DOI:10.1016/j.tetlet.2006.10.162
日期:2007.1
A convenient, efficient and stereoselective synthesis of a range of bis(alk-3-en-1-ynyl)benzenes with E- and Z-configuration is described. The protocol involves Cu-mediated cross-coupling reaction of (E)- and (Z)-alk-1-enyldisiamylboranes with (trimethylsilyl)ethynyl bromide and Pd/Cu-catalyzed cross-coupling reaction with diiodobenzene. The sequential cross-coupling reaction proceeds readily under
描述了一种具有E-和Z-构型的双(烷-3-烯-1-炔基)苯的方便,有效和立体选择性的合成方法。该方案涉及(E)-和(Z)-链-1-烯基二甲基丙烯酰胺与(三甲基甲硅烷基)乙炔基溴的铜介导的交叉偶联反应,以及Pd / Cu催化的与二碘代苯的交叉偶联反应。连续的交叉偶联反应在极其温和的条件下以一锅法容易地进行,从而以良好的产率至优异的产率提供了双(alk-3-en-1-ynyl)苯。还描述了产品的光学性质。