4435-15-8Relevant academic research and scientific papers
Nickel-Catalyzed α-Benzylation of Arylacetonitriles via C-O Activation
Xiao, Jing,Yang, Jia,Chen, Tieqiao,Han, Li-Biao
supporting information, p. 816 - 819 (2016/03/09)
Efficient Ni-catalyzed direct cross-couplings of benzylic alcohol derivatives with arylacetonitriles via C-O activation are described. Various α-benzylated arylacetonitriles including those with functional groups can be prepared under mild reaction conditions.
Arylthio-metal exchange of α-arylthioalkanenitriles
Nath, Dinesh,Skilbeck, Melanie C.,Coldham, Iain,Fleming, Fraser F.
supporting information, p. 62 - 65 (2014/01/23)
The addition of BuLi, Bu3MgLi, Et2ZnBuLi, or Me 2CuLi to α-arylthioalkanenitriles triggers an arylthio-metal exchange. NMR spectroscopic analyses implicate organometallic attack on sulfur forming a three-coordinate sulfidate as the key intermediate. Electrophilic trapping affords tertiary and quaternary nitriles in high yield. The method addresses the challenge of improving the functional group tolerance and preventing polyalkylations.
