TBAI催化β-苯乙烯磺酰肼的三氟甲基化研究

Study on Synthesis ofβ-Trifluoromethyl Styrenes by TBAI-Catalyzed Trifluoromethylation of Styryl Sulfonyl Hydrazides

以β-苯乙烯磺酰肼为原料,经TBAI(碘化四丁基铵)催化,较高收率合成了β-三氟甲基苯乙烯,考查了不同催化剂、溶剂对反应的影响,确定了10%TBAI为催化剂,3倍当量的CF_(3)SO_(2)Na为三氟甲基源,5倍当量TBHP(过氧叔丁醇)为氧化剂,CH_(2)Cl_(2)与H_(2)O体积比为2∶0.8为反应溶剂,反应时间为3 h,成功合成了5个不同取代基的β-三氟甲基苯乙烯,产物经过了^(1)H NMR,^(13)C NMR和^(19)F NMR鉴定。

β-Trifluoromethyl styrenes were obtained by TBAI-catalyzed trifluoromethylation of styryl sulfonyl hydrazides with 0.1 equiv of TBAI as the catalyst,3 equiv of CF_(3)SO_(2)Na as the trifluoromethyl reagent,5 equiv of TBHP as oxidant,The volume ratio of CH_(2)Cl_(2) to H_(2)O is 2∶0.8 as the solvent,at 70℃ for 3 h under air.Five β-trifluoromethyl styrenes were synthesized and identified by ^(1)H NMR,^(13)C NMR and ^(19)F NMR.