Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science , Burapha University , Sangesook , Chonburi 20131 , Thailand.
Department of Chemistry, Faculty of Science and Technology , RambhaiBarni Rajabhat University , Chanthaburi , 22000 , Thailand.
J Org Chem. 2018 Nov 2;83(21):13233-13242. doi: 10.1021/acs.joc.8b02056. Epub 2018 Oct 18.
A new strategy for the synthesis of bis-indoletriazoles was developed using a sequential one-pot four-step procedure via I and HSO-SiO catalyzed Friedel-Crafts reactions of indole with aldehyde followed by N-alkylation with propargyl bromide, azidation, and copper(I)-catalyzed azide alkyne cycloaddition (CuAAC). The reaction proceeded smoothly at room temperature in a short time, and a series of bis-indoletriazoles were obtained in good to excellent yields proving the generality of this one-pot methodology.
开发了一种使用顺序一锅四步程序合成双吲哚三唑的新策略,该程序通过 I 和 HSO-SiO 催化的吲哚与醛的弗里德尔-克拉夫茨反应,然后与丙炔基溴进行 N-烷基化,叠氮化和铜(I)催化的叠氮化物-炔烃环加成(CuAAC)进行。反应在室温下短时间内顺利进行,并且以良好至优异的收率获得了一系列双吲哚三唑,证明了该一锅法方法的通用性。