Acerbi Alessandra, Carfagna Carla, Costa Mirco, Mancuso Raffaella, Gabriele Bartolo, Della Ca' Nicola
Department of Chemistry, Life Sciences and Environmental Sustainability (SCVSA), University of Parma, Parco Area delle Scienze, 17/A, 43124, Parma, Italy.
Department of Industrial Chemistry "T. Montanari", University of Bologna, Viale Risorgimento 4, 40136, Bologna (BO), Italy.
Chemistry. 2018 Apr 3;24(19):4835-4840. doi: 10.1002/chem.201706067. Epub 2018 Mar 5.
A novel and efficient catalytic approach to functionalized furo[3,4-b]indol-1-ones is reported. It is based on a palladium-catalyzed sequential process involving an initial cyclization of 2-(hydroxypropyn-1-yl)anilines to form the indole moiety, followed by insertion of carbon monoxide and a second annulation step to build a lactone ring. In a single transformation, two fused heterocycles and three new bonds (C-N, C-C and C-O) are generated. The present methodology gives direct access to structurally complex molecules starting from readily available reagents.
报道了一种新颖且高效的合成官能化呋喃并[3,4-b]吲哚-1-酮的催化方法。该方法基于钯催化的连续过程，首先是2-(羟基丙炔-1-基)苯胺发生环化反应形成吲哚部分，接着一氧化碳插入，然后通过第二步环合反应构建内酯环。在单一转化过程中，生成了两个稠合杂环和三个新键（C-N、C-C和C-O）。该方法从容易获得的试剂出发，可直接合成结构复杂的分子。
