76056-06-9Relevant articles and documents
Silver-Catalyzed N-H Functionalization of Aryl/Aryl Diazoalkanes with Anilines
He, Feifei,Empel, Claire,Koenigs, Rene M.
, p. 6719 - 6723 (2021/09/13)
Herein, we report on the N-H functionalization reaction of primary and secondary anilines with diaryldiazoalkanes using simple AgPF6 as catalyst. We demonstrated broad applicability in the reaction of diaryldiazoalkanes with different anilines (31 examples, up to 97% yield). Furthermore, we propose a possible reaction mechanism for the N-H functionalization.
Borane-Catalyzed Chemoselectivity-Controllable N-Alkylation and ortho C-Alkylation of Unprotected Arylamines Using Benzylic Alcohols
Meng, Shan-Shui,Tang, Xiaowen,Luo, Xiang,Wu, Ruibo,Zhao, Jun-Ling,Chan, Albert S. C.
, p. 8397 - 8403 (2019/09/03)
An unprecedented protocol for the efficient and highly chemoselective alkylation of unprotected arylamines using alcohols catalyzed by B(C6F5)3 has been developed. The reaction gives N-alkylated products and ortho C-alkylated products in different solvents in good chemoselectivities and yields. Control experiments and DFT calculations indicated that the borane underwent alcohol/arylamine exchange to ensure catalytic activity, and a possible mechanism involving a carbocation is proposed.
Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow
Van As, Dean J.,Connell, Timothy U.,Brzozowski, Martin,Scully, Andrew D.,Polyzos, Anastasios
supporting information, p. 905 - 908 (2018/02/22)
A visible-light photocalytic method for the chemoselective transfer hydrogenation of imines in batch and continuous flow is described. The reaction utilizes Et3N as both hydrogen source and single-electron donor, enabling the selective reduction of imines derived from diarylketimines containing other reducible functional groups including nitriles, halides, esters, and ketones. The dual role of Et3N was confirmed by fluorescence quenching measurements, transient absorption spectroscopy, and deuterium-labeling studies. Continuous-flow processing facilitates straightforward scale-up of the reaction.
