Practical synthesis of allylic amines via nickel-catalysed multicomponent coupling of alkenes, aldehydes, and amides

Abstract

Molecules with an allylic amine motif provide access to important building blocks and versatile applications of biologically relevant chemical space. The need for diverse allylic amines requires the development of...

An integrative sustainability assessment of the Tsuji–Trost reaction simulating allylic amination under non-conventional (vs. conventional) conditions

“…53–55 Among the adopted nucleophiles, nitrogen-based nucleophiles are very well adapted owing to the diverse applications of allylamines ranging from materials to medicines. 17,56–59 Logically, it was decided to adhere to an amine as a model nucleophile for the target study as described in the Fig. 1.…”

Ni–Unsymmetrical Salen Complex-Catalyzed One-Pot Multicomponent Reactions for Efficient Synthesis of Biologically Active 2-Amino-3-cyano-4H-pyrans

“…Until now, Ni–salen/Ni–unsymmetrical salen-based complexes have not been widely studied as catalysts as compared to their Mn, Cr, Co, or other similar transition metal counterparts. Only a few reports are present on Ni–salen complexes as catalysts mainly in olefin epoxidation and phenol oxidation reactions. ,,− Many well-developed Ni-catalyzed multicomponent reactions are also reported for the synthesis of olefins, , allylic amines, and some heterocyclic molecules, where Ni-metal salts are used as a catalyst, but Ni-coordination complexes as catalysts in organic transformation are still scarcely developed. , Moreover, until now, pyran derivatives have also not been synthesized using Ni-based catalysts. Therefore, in light of the catalytic significance of Ni and metal-based unsymmetrical salen ligands, to our knowledge, this may be the first time we have reported any Ni–unsymmetrical salen-catalyzed MCRs that synthesize 2-amino-3-cyano-4 H -pyran (ACP) derivatives.…”

“…Only a few reports are present on Ni–salen complexes as catalysts mainly in olefin epoxidation and phenol oxidation reactions. 72 , 73 , 80 − 82 Many well-developed Ni-catalyzed multicomponent reactions are also reported for the synthesis of olefins, 83 , 84 allylic amines, 85 and some heterocyclic molecules, 86 where Ni-metal salts are used as a catalyst, but Ni-coordination complexes as catalysts in organic transformation are still scarcely developed. 74 , 87 Moreover, until now, pyran derivatives have also not been synthesized using Ni-based catalysts.…”

Direct and modular access to allylic amines via nickel-catalyzed three-component coupling

“…During the preparation of this manuscript, Xiao and coworkers reported a nickel-catalyzed multicomponent coupling of alkenes, aldehydes and amides to provide diverse allylic amines with the aid of Ti(OiPr) 4 . 47…”