69939-39-5Relevant articles and documents
2-Azaallyl Anions as Light-Tunable Super-Electron-Donors: Coupling with Aryl Fluorides, Chlorides, and Bromides
Wang, Qianmei,Poznik, Michal,Li, Minyan,Walsh, Patrick J.,Chruma, Jason J.
, p. 2854 - 2868 (2018/08/17)
Herein, we present 2-azaallyl anions as colored super-electron-donors capable of reducing a collection of aryl halides via a single electron transfer and coupling with the corresponding radicals to forge new C?C bonds. This offers a robust approach for th
Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp3)-H bonds
Fernández-Salas, José A.,Marelli, Enrico,Nolan, Steven P.
, p. 4973 - 4977 (2015/07/27)
The first nickel catalyzed deprotonative cross coupling between C(sp3)-H bonds and aryl chlorides is reported, allowing the challenging arylation of benzylimines in the absence of directing group or stoichiometric metal activation. This methodo
Synthesis of diarylmethylamines via palladium-catalyzed regioselective arylation of 1,1,3-triaryl-2-azaallyl anions
Li, Minyan,Yuecel, Baris,Adrio, Javier,Bellomo, Ana,Walsh, Patrick J.
, p. 2383 - 2391 (2014/05/20)
Diarylmethylamines are of great interest due to their prevalence in pharmaceutical chemistry. As a result, new methods for their synthesis are in demand. Herein, we report a versatile protocol for the synthesis of diarylmethylamine derivatives involving palladium-catalyzed arylation of in situ generated 2-azaallyl anion intermediates. The 2-azaallyl anions are generated by reversible deprotonation of readily available aldimine and ketimine precursors. Importantly, the arylated aldimine and ketimine products do not undergo isomerization under the reaction conditions. Scale-up of the arylation and hydrolysis of the resulting products to furnish diarylmethylamines were also successfully performed. This journal is the Partner Organisations 2014.
