K2S2O8-catalyzed highly regioselective amidoalkylation of diverse N-heteroaromatics in water under visible light irradiation

A K2S2O8-catalyzed versatile C(sp(2))-C(sp(3)) bond formation with N-heteroaromatics and gamma-lactams/amides was developed. Quinoxalin-2(1H)-one, quinoline, isoquinoline, phthalazine, and benzothiazole reacted with gamma-lactams/amides to give the corresponding C(sp(2))-H amidoalkylation products in moderate to good yields with high regioselectivity. This visible-light-induced photocatalyst-free reaction was conducted in H2O at ambient temperature, which comply with the principles of green chemistry. The new K2S2O8 catalytic mechanism was investigated with control experiments.

Automated summary

A versatile C(sp(2))-C(sp(3)) bond formation catalyzed by K2S2O8 with N-heteroaromatics and gamma-lactams/amides has been developed. The reaction proceeds in moderate to good yields with high regioselectivity under visible-light-induced photocatalyst-free conditions in H2O at ambient temperature. The new K2S2O8 catalytic mechanism was investigated through control experiments.