1354017-94-9Relevant articles and documents
Directed Copper-Catalyzed Intermolecular Aminative Difunctionalization of Unactivated Alkenes
Li, Yang,Liang, Yujie,Dong, Junchao,Deng, Yi,Zhao, Chunyang,Su, Zhongmin,Guan, Wei,Bi, Xihe,Liu, Qun,Fu, Junkai
, p. 18475 - 18485 (2019)
A diverse collection of copper-catalyzed intermolecular aminative difunctionalizations of unactivated alkenes with N-halodialkylamines as the terminal dialkylamino source is reported. A bidentate auxiliary tethered on the alkene substrates is crucial, which can promote the migratory insertion of nonactivated alkenes into the aminyl radical-metal complex and stabilize the resultant high-valent copper intermediate to allow for further transformations. By employing this strategy, the intermolecular aminohalogenation reactions and a three-component aminoazidation reaction of unactivated alkenes with dialkylamino source were successively achieved in a remarkable regio- and stereoselective manner. These reactions were performed under neutral conditions and maintained excellent functional group tolerance toward a wide range of N-halodialkylamines and unactivated alkenes. Further mechanistic studies and DFT calculations supported a concerted migratory insertion of the C-C double bond into the aminyl radical-metal complex to form a Cu(III) intermediate.
Transition metal-free iodine-promoted haloamination of unfunctionalized olefins
Li, Wei,Liu, Gong-Qing,Cui, Bin,Zhang, Li,Li, Ting-Ting,Li, Lin,Duan, Lili,Li, Yue-Ming
, p. 13509 - 13513 (2014/04/03)
A transition metal-free route to 3-halopiperidines and 2- halomethylpiperidines was described. In the presence of iodine, potassium persulfate and a suitable halogen source, intramolecular haloamination of 4-penten-1-amines and 5-hexen-1-amines proceeded readily, leading to the corresponding substituted piperidines in good isolated yields. This journal is the Partner Organisations 2014.
A new method for intramolecular chloroamination of unfunctionalized olefins
Liu, Gong-Qing,Li, Wei,Li, Yue-Ming
supporting information, p. 395 - 402 (2013/05/08)
A new method for the intramolecular chloroamination of unfunctionalized olefins is reported. The reactions were carried out at room temperature for 3 h using hydrated copper(II) chloride as both promoter and chlorine source, and the corresponding vincinal haloamines were obtained in good isolated yields.