1050652-07-7Relevant academic research and scientific papers
Aerobic Allylic Amination Catalyzed by a Pd(OAc)2/P(OPh)3System with Low Catalyst Loading
Ichihashi, Mizuki,Ohkuma, Takeshi,Saito, Sunaho,Yurino, Taiga
, (2022/02/14)
A Pd(OAc)2/P(OPh)3 combination catalyzed Tsuji-Trost-Type allylic amination under aerobic conditions. Both aromatic and aliphatic secondary amines were transformed into the corresponding allylic amines with a tiny amount of the catalyst system (typically 0.02 mol % Pd), only when allylic phosphates were employed as electrophiles. Other typical electrophiles, such as allylic acetate and carbonate, were marginally reactive. A Pd(0) complex, Pd[P(OPh)3]3, formed in situ was suggested as an active species by mechanistic experiments.
Direct use of allylic alcohols and allylic amines in palladium-catalyzed allylic amination
Jing, Jiangyan,Huo, Xiaohong,Shen, Jiefeng,Fu, Jingke,Meng, Qinghua,Zhang, Wanbin
supporting information, p. 5151 - 5154 (2017/07/12)
Allylic alcohols and allylic amines were directly utilized in a Pd-catalyzed hydrogen-bond-activated allylic amination under mild reaction conditions in the absence of any additives. The cooperative action of a Pd-catalyst and a hydrogen-bonding solvent is most likely responsible for its high reactivity. The catalytic system is compatible with a variety of functional groups and can be used to prepare a wide range of linear allylic amines in good to excellent yields. Furthermore, this methodology can be easily applied to the one-step synthesis of two drugs, cinnarizine and naftifine, on a gram scale.
Palladium-catalyzed vinylation of aminals with simple alkenes: A new strategy to construct allylamines
Xie, Yinjun,Hu, Jianhua,Wang, Yanyu,Xia, Chungu,Huang, Hanmin
supporting information, p. 20613 - 20616 (2013/02/23)
A novel, highly selective palladium-catalyzed vinylation reaction for the direct synthesis of allylic amines from styrenes and aminals has been established. The utility of this method was also demonstrated by the rapid synthesis of cinnarizine from aldehydes, amines, and simple alkenes in one-pot manner. Mechanistic studies suggested that the reaction proceeds through a valuable cyclometalated Pd(II) complex generated by the oxidative addition of aminal to a Pd(0) species.
Ruthenium-catalyzed linear selective allylic aminations of monosubstituted allyl acetates
Kawatsura, Motoi,Ata, Fumio,Hirakawa, Takuya,Hayase, Shuichi,Itoh, Toshiyuki
, p. 4873 - 4875 (2008/09/21)
The ruthenium-catalyzed highly linear selective allylic amination of monosubstituted allylic acetates with secondary amines was developed. The regioselectivity was controlled by the Ru3(CO)12/2-DPPBA catalyst, and a linear-type aminated product was obtained as a single regioisomer.
