Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany).
Angew Chem Int Ed Engl. 2014 Oct 27;53(44):11960-4. doi: 10.1002/anie.201406464. Epub 2014 Oct 6.
The development of multicomponent reactions for indole synthesis is demanding and has hardly been explored. The present study describes the development of a novel multicomponent, cascade approach for indole synthesis. Various substituted indole derivatives were obtained from simple reagents, such as unfunctionalized alkenes, diazonium salts, and sodium triflinate, by using an established straightforward and regioselective method. The method is based on the radical trifluoromethylation of alkenes as an entry into Fischer indole synthesis. Besides indole synthesis, the application of the multicomponent cascade reaction to the synthesis of pyrazoles and pyridazinones is described.
多组分反应在吲哚合成中的发展具有挑战性,几乎没有得到探索。本研究描述了一种新颖的多组分级联方法用于吲哚合成。通过使用已建立的直接且区域选择性方法,各种取代的吲哚衍生物可从简单的试剂(如未官能化的烯烃、重氮盐和三氟甲磺酸钠)获得。该方法基于烯烃的自由基三氟甲基化作为 Fischer 吲哚合成的入口。除了吲哚合成外,多组分级联反应在吡唑和哒嗪酮合成中的应用也有所描述。