Copper(<scp>ii</scp>)-catalyzed synthesis of multisubstituted indoles through sequential Chan–Lam and cross-dehydrogenative coupling reactions
作者:Xin Chen、Yunyun Bian、Baichuan Mo、Peng Sun、Chunxia Chen、Jinsong Peng
DOI:10.1039/d0ra04592f
日期:——
arylboronic acids and ester (Z)-3-aminoacrylates, one-pot syntheses of diverse indole-3-carboxylic esters have been described through copper(II)-catalyzed sequential Chan–Lam N-arylation and cross-dehydrogenative coupling (CDC) reactions. The initial Chan–Lam arylation can proceed in DMF at 100 °C for 24 h to give ester (Z)-3-(arylamino)acrylate intermediates in the presence of Cu(OAc)2/tri-tert-butylphosphine
从芳基硼酸和酯 ( Z )-3-氨基丙烯酸酯开始,通过铜 ( II ) 催化的顺序 Chan-Lam N-芳基化和交叉脱氢偶联 (CDC )描述了多种吲哚-3-羧酸酯的一锅合成。) 反应。最初的 Chan-Lam 芳基化可以在 DMF 中在 100 °C 下进行 24 小时,在 Cu(OAc) 2 /三叔丁基膦四氟硼酸催化剂存在下得到酯 ( Z )-3-(芳氨基)丙烯酸酯中间体。作为添加剂的肉豆蔻酸、KMnO 4和KHCO 3的量。依次,这些就地芳基化中间体可以在混合溶剂(DMF/DMSO = 2:1)中在 130 °C 下进行分子内氧化交叉脱氢偶联过程,得到 C3 官能化多取代吲哚衍生物。