一步法合成香叶基砜

Synthesis of Geranyl Sulfone by an One-step Process

以香叶醇(geraniol)为底物,醋酸钯〔Pd(OAc)2〕为催化剂,三苯基膦(PPh3)为配体,经Tsuji-Trost反应一步合成了香叶基砜。研究了Pd催化剂和Lewis酸的种类、用量、催化剂和配体摩尔比、溶剂、反应温度和时间对反应收率的影响。较佳的合成条件为:n(geraniol)∶n〔Pd(OAc)2〕∶n(PPh3)∶n(三乙基硼)∶n(苯亚磺酸钠)=1∶0.05∶0.1∶1.1∶1.2,以THF为溶剂66℃反应18h,或以DMF为溶剂80℃反应16h,收率均达93%以上。

In the preparation of geranyl sulfone from geraniol through Tsuji-Trost reaction by an one - step process, palladium acetate was used as catalyst, and phosphorus triphenyl as a ligand. The effects of the type and amount of palladium catalyst and Lewis acid, the molar ratio of palladium source and ligand, solvent, reaction temperature and time on the yield of the object product were investigated studied. The optimum reaction conditions were determined as follows： n （geraniol）：n （ palladium acetate） ： n （ phosphorus triphenyl ） ： n （ triethylborane ） ： n （ sodium benzosulfonate ） = 1 ： 0. 05 ： 0. 1 ： 1.1 ： 1.2,in THF at 66 ℃ for 18 h or in DMF at 80 ℃ for 16 h,respectively. The yield of geranyl sulfone can be higher than 93 %.