无膦钯催化Heck反应合成新型芳维A酸类化合物

考察了以二环己基胺作配体的无膦钯催化Heck反应条件, 建立起一种新型的无膦钯催化Heck反应体系. 应用该体系可高收率(72%～84%)、高立体选择性(83%～95%)合成二取代和三取代二苯烯类化合物. 以2,4,5-三甲氧基苯乙烯、α-细辛脑为原料, 合成了4个尚未见文献报道的新型二苯烯类芳维A酸甲酯(3a, 3b, 4a, 4b), 并且在温和的水解体系LiOH, V(THF)∶V(H₂O)＝5∶1]下顺利得到了它们的水解产物芳维A酸(5a, 5b, 6a, 6b), 产物通过¹H NMR, ¹³C NMR, IR和MS进行了结构确认.

Phosphine-free Palladium Catalyzed Heck Reaction for the Synthesis of Novel Arotinoic Acids

A phosphine-free palladium-catalyst condition for the Heck reaction using dicyclohexylamine as ancillary ligand was investigated, establishing a new Heck reaction system using phosphine-free palladium-catalyst, which can synthesize di- and tri-substituted stilbene compounds in high yields (72%～84%) and high stereoselectivities (83%～95%). Four novel stilbene derivatives of arotinoic methyl ester (3a, 3b, 4a and 4b) were synthesized by above method using 2,4,5-trimethoxystyrene and α-asarone as starting materials. Their hydrolysates the arotinoic acids (5a, 5b, 6a and 6b) were easily accessible under mild hydrolysis conditions using the LiOH, THF/H₂O (V∶V＝5∶1) system, and all the structures of synthesized compounds were confirmed by ¹H NMR, ¹³C NMR, IR and MS techniques.