Kaufmann Julia, Jäckel Elisabeth, Haak Edgar
Institute of Chemistry, Otto von Guericke University Magdeburg, Universitätsplatz 2, 39106, Magdeburg, Germany.
Angew Chem Int Ed Engl. 2018 May 14;57(20):5908-5911. doi: 10.1002/anie.201801846. Epub 2018 Apr 16.
Cascade transformations forming multiple bonds and one-pot procedures provide rapid access to natural-product-like scaffolds from simple precursors. These atom-economic processes are valuable tools in organic synthesis and drug discovery. Herein, we report on ruthenium-catalyzed cascade annulations of indole with readily available propargyl alcohols. These provide rapid access to diverse carbazoles, cyclohepta[b]indoles, and further fused polycycles with high selectivity. A bifunctional ruthenium complex featuring a redox-coupled cyclopentadienone ligand acts as a common catalyst for the different cascade processes.
形成多个键的级联转化和一锅法程序可从简单前体快速获得类天然产物骨架。这些原子经济过程是有机合成和药物发现中的宝贵工具。在此，我们报道了钌催化吲哚与易得的炔丙醇的级联环化反应。这些反应能以高选择性快速获得各种咔唑、环庚并[b]吲哚以及进一步稠合的多环化合物。一种具有氧化还原偶联环戊二烯酮配体的双功能钌配合物作为不同级联反应的通用催化剂。
