Palladium-catalyzed regioselective oxidative coupling of indoles and one-pot synthesis of acetoxylated biindolyls.
Mild conditions have been developed to achieve Pd-catalyzed homocoupling of indoles with excellent regioselectivity in the presence of Cu(OAc)(2) x H(2)O in DMSO at room temperature in high efficiency. This method provides a simple route to 2,3'-biindolyls from the electron-rich to moderately electron-poor indoles. The reaction tolerates the bromide substituent on indoles. In addition, a one-pot approach to C3-position acetoxylated biindolyls is realized via palladium catalysis by the use of AgOAc under oxygen atmosphere as oxidants.
Liang
Zunjun
Z
Department of Chemistry, Zhejiang University, Hangzhou 310027, PR China.
Zhao
Jinlong
J
Zhang
Yuhong
Y
D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D007211:Indoles; D010165:Palladium