钯/对甲苯磺酸催化烯丙基苯异构化合成β-甲基苯乙烯衍生物的方法研究（英文）  

Facile Synthesis of β-Methylstyrenes via Pd/TsOH-Catalyzed Isomerization of Allylbenzenes

作　　者：乌拉.阿齐兹 张胜[1] 包明[1] 

机构地区：[1]大连理工大学精细化工国家重点实验室,大连116023

出　　处：《有机化学》2017年第5期1278-1283,共6页Chinese Journal of Organic Chemistry

基　　金：supported by the National Natural Sciences Foundation of China(No.21602026);the China Postdoctoral Science Foundation(No.2016M590226)~~

摘　　要：发展了简便、高效地烯丙基苯异构化制备β-甲基苯乙烯的合成方法.通过对不同的酸、溶剂和催化剂的考察,确定了最优反应条件:三氟乙酸钯和对甲苯磺酸为催化剂、二氯甲烷为溶剂、空气条件下室温反应12 h.在最优条件下对底物适用范围进行考察,含有给电子基和吸电子基的烯丙基苯均可以有效地得到β-甲基苯乙烯产物,反应收率在65%~90%之间.根据氘代实验的结果对反应机理进行了推测.Convenient and efficient protocol for isomerization of allylbenzenes into corresponding β-methylstyrenes has been developed. Different acids, solvents and catalysts have been investigated. Pd（TFA）2 and TsOH.H20 as catalysts in dichloro- methane at room temperature under air for 12 h were selected as standard conditions for exploring the substrate scope. A1- lylbenzenes containing electron-donating groups and electron-withdrawing groups were working under the optimized condi- tion, and β-methylstyrene products were obtained in the yields of 65%-90%. The reaction mechanism was proposed accord- ing to the deuterated experiment.

关 键 词：异构化 烯丙基苯 β-甲基苯乙烯 钯催化 

分 类 号：O625.12[理学—有机化学]