1423124-46-2Relevant articles and documents
Site-Selective Electrochemical Benzylic C?H Amination
Hou, Zhong-Wei,Liu, Ding-Jin,Xiong, Peng,Lai, Xiao-Li,Song, Jinshuai,Xu, Hai-Chao
supporting information, p. 2943 - 2947 (2020/12/11)
C?H/N-H cross-coupling is an ideal strategy to synthesize various amines but remains challenging owing to the requirement for sacrificial chemical oxidants and the difficulty in controlling the regio- and chemo-selectivity. Herein we report a site-selective electrochemical amination reaction that can convert benzylic C?H bonds into C-N linkages via H2 evolution without need for external oxidants or metal catalysts. The synthetic strategy involves anodic cleavage of benzylic C?H to form a carbocation intermediate, which is then trapped with an amine nucleophile leading to C?N bond formation. Key to the success is to include HFIP as a co-solvent to modulate the oxidation potentials of the alkylbenzene substrate and the aminated product to avoid overoxidation of the latter.
Transition-metal-free benzylic C-H bond intermolecular amination utilizing chloramine-T and I2
Takeda, Youhei,Hayakawa, Junpei,Yano, Kazuki,Minakata, Satoshi
supporting information, p. 1672 - 1674 (2013/02/23)
An intermolecular benzylic C-H bond amination utilizing the combination of chloramine-T and I2 without the aid of transition-metal catalysts has been developed. The reaction was found applicable to a variety of benzene-substituted alkanes, as w
