Highly modulated bisindoles: ligands for copper-catalyzed Sonogashira reaction
Xiu Wang, Zhenhua Wang, Ya Wu, Yanlong Luo, Guofang Zhang, Yajun Jian, Huaming Sun, Weiqiang Zhang and Ziwei Gao
Version of Record online: 6 JUN 2016 | DOI: 10.1002/aoc.3510
Bisindoles (BIMs) were developed as new N,N′ donor ligands for copper-catalyzed Sonogashira reactions. L9 efficiently accelerated CuCl (5%) with a wide range of variously substituted aryl iodides for coupling to both alkyl- and aryl-substituted terminal alkynes with good to excellent yields. In addition, a gram-scale preparation of BIMs was also established, which not only supports sufficient ligand library for the catalytic reaction, but also provides a reliable approach for the synthesis of BIM core structure-containing natural products.