Research School of Chemistry, Australian National University, Canberra, ACT, 2601, Australia.
Angew Chem Int Ed Engl. 2016 Aug 1;55(32):9244-8. doi: 10.1002/anie.201604527. Epub 2016 Jul 4.
[Pd(PPh3 )4 ] catalyzes a Suzuki-Miyaura-like twofold cross-coupling sequence between underivatized propargylic diols and either aryl or alkenyl boronic acids to furnish highly substituted 1,3-dienes. Thus, 2,3-diaryl-1,3-butadienes and their dialkenic congeners ([4]dendralenes) are delivered in a (pseudo)halogen-free, single-step synthesis which supersedes existing methods. Allenols are also readily formed. Treatment of these single- and twofold cross-coupled products with acid leads to remarkably short syntheses of highly-substituted benzofulvenes and aryl indenes, respectively.
[Pd(PPh3 )4 ] 催化未衍生的丙炔醇与芳基或烯基硼酸之间的类似于 Suzuki-Miyaura 的双重交叉偶联序列,以提供高取代的 1,3-二烯。因此,2,3-二芳基-1,3-丁二烯及其二烯属同类物([4]轮烯)以无卤、单步合成得到,取代了现有方法。烯醇也很容易形成。用酸处理这些单重和双重交叉偶联产物可分别得到高度取代的苯并呋喃和芳基茚的显著短合成物。