demonstrated that the addition of a 2-pyridyl substituted α-amino radical to an activated alkene acceptor was particularly sluggish due to the electron-deficiency of the radical nucleophile. The second generic class of transformations includes those based on bond forming reactions between an activated 2azine fragment and an α-amino radical. For example, variations on the Minisci reaction, wherein a net oxidative C-H functionalization of a protonated azine with an α-amino radical at the 2-or 4-position, have emerged for the assembly of the α-alkyl 2-azinyl amine scaffold. Most notably, Phipps and co-workers have reported a series of powerful transformations that couple N-acetyl amino acid redox active esters or N-acetylated amines with a range of azines to form α-alkyl 2-azinyl N-acetyl amides through a BINOL-phosphoric acid and photocatalytic coupling reaction in good yields and with high enantioselectivity (Fig. [ii]). Rovis and co-workers showed that a limited number of 2-cyano pyridines undergo reductive coupling with a butyrophenone-derived oximes or NH-imines under photocatalytic or electrochemical conditions, respectively, to form α-phenyl, α'-butyl 2-pyridyl amines (Fig. [iii]), although the yields were frequently low. Finally, Doyle, MacMillan and co-workers have demonstrated the utility of visible-light mediated photocatalysis for the synthesis of α-azinyl pyrrolidines or morpholines from various 2-halo azines, via its merger with Ni-catalysis, or by employing a homolytic aromatic substitution pathway (Fig. [iv]). Despite the recent advancements (vide supra), there remain several strategic gaps in the synthetic chemist's toolbox for the general preparation of α-alkyl 2-azinyl amines. For example, it is surprising that the, apparently, straightforward addition of 2-azine organometallics, such as heteroaryl-Grignard or -lithium reagents, to non-activated imines has not been successfully exploited, a deficiency that is possibly due to the diminished nucleophilicity and frequent instability of these reagents. There also remains a paucity of multicomponent processes that are capable of generating modular functionally and structurally complex variants of the pharmaceutically privileged α-alkyl 2-azinyl amine scaffold from readily available building blocks.