Photoredox/Nickel Dual-Catalyzed Deaminative Cross-Electrophile for Allenylic Alkylation with Non-Activated Alkyl Katritzky Salts

Abstract

Herein, we report the first allenylic alkylation with bench-stable aliphatic amine derivatives Katritzky salts via photoredox/nickel dual-catalyzed reductive deaminative cross-electrophile coupling. Non-activated alkyl has been efficiently introduced and abundant substrate sources made the reaction more alternative and widely applicable, which avoiding the limitations from rare allenylic alkylations with amino acid derivatives. Meanwhile, the successful involvement of alkyl propargylic electrophiles also represents the rare direct approach for polyalkylated allenes without organometallic reagents. Mechanically, a hypothetical radical-radical coupling between alkyl radical and hybrid allenyl-Ni(I) radical species is proposed.