126505-17-7Relevant academic research and scientific papers
Nickel-Catalyzed Benzylation of Aryl Alkenes with Benzylamines via C-N Bond Activation
Yu, Hui,Hu, Bin,Huang, Hanmin
, p. 13922 - 13929 (2018)
We have developed the first example of nickel-catalyzed Heck-type benzylation of aryl olefins with various benzylamines as benzyl electrophiles, and the benzylic C-N bond cleavage was efficiently promoted by the amine-I2 charge transfer complex (CT complex). The combination of low-cost NiCl2 and I2 has been found to facilitate Heck reaction of tertiary benzylamines and alkenes into various benzyl-substituted alkenes in good to excellent yields. This unconventional Heck reaction is proposed to go through initially the formation of a benzylic radical via oxidative addition of the C-N bond with Ni(0), then capturing by aryl alkene via radical addition, followed by single-electron transfer redox and proton abstraction without oxidant and external base.
Direct difunctionalization of activated alkynes via domino oxidative benzylation/1,4-aryl migration/decarboxylation reactions under metal-free conditions
Miao, Tao,Xia, Dong,Li, Yang,Li, Pinhua,Wang, Lei
supporting information, p. 3175 - 3178 (2016/02/20)
The oxidative difunctionalization of aryl alkynoates via benzyl radical initiated intramolecular 1,4-aryl migration and decarboxylation tandem process was developed in the presence of tert-butyl hydroperoxide as an oxidant, which provides a direct and selective route to a variety of trisubstituted alkenes from simple toluene derivatives and aryl alkynoates.
