Carbonnelle A C, Zhu J
Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette, France.
Org Lett. 2000 Nov 2;2(22):3477-80. doi: 10.1021/ol006520g.
[reaction: see text] A novel macrocyclization procedure is developed on the basis of a domino process. Thus, treatment of linear diiodide 11 under defined conditions gave the 15-membered m,m-cyclophane 12 via aryl-aryl bond formation. Two distinct cross-coupling manifolds, Miyaura's arylboronic ester synthesis and intramolecular Suzuki reaction, proceed in an ordered fashion. Concentration is an important factor for the success of this process.
[反应:见正文] 基于多米诺过程开发了一种新型大环化方法。因此,在特定条件下处理线性二碘化物11,通过芳基-芳基键的形成得到了15元间,间环芳烷12。两种不同的交叉偶联体系,宫浦芳基硼酸酯合成和分子内铃木反应,以有序的方式进行。浓度是该过程成功的一个重要因素。