铂催化吲哚丙炔酯合成咔唑类化合物

Synthesis of carbazole compounds via Pt-catalyzed cyclization of indole propargylic esters

带不同取代基团的吲哚丙炔酯化合物在氯化铂的催化下,用甲苯作溶剂,反应温度为120℃,自身发生环化反应生成咔唑类化合物。其结构用质谱、1 H NMR、13 C NMR等手段进行了表征。通过研究反应机理和影响反应的因素发现,在吲哚N上连的不同保护基对反应影响较大,保护基的吸电子性越强时,成环反应更容易进行。

Carbazole compounds were synthesized by indole propargylic esters in the presence of PtCl2 in toluene at 120℃for 4h.The chemical structures of these obtained compounds were characterized by MS,1 H NMR and 13 C NMR.Based on the study of the reaction mechanism and influencing factors,we found that the N of indole bearing stronger electron-withdrawing groups participated well in the cyclization reaction.