Straightforward construction of functionalized γ-lactams via conjugated-engineered covalent organic framework photocatalysed cascade reactions.

ABSTRACT: Straightforward synthetic approach for direct constructing functionalized γ-lactams is highly valuable given their ubiquity in bioactive molecules yet challenging due to instability of the products and difficulties in controlling diastereoselectivity. We herein report the design and synthesis of a naphthyl-based pyrene-containing covalent organic framework and utilize it as heterogeneous photocatalyst in visible-light catalytic cascade reactions between tryptamine-derived isocyanides and phosphine oxides. A broad range of 3-(2-aminophenyl)-γ-lactams are isolated in good yields under mild conditions and 3-(2-isocyanobenzyl)-indoles are also tolerated, giving (2-aminophenyl)-tetrahydroquinolines in moderate yield. Experimental studies and theoretical calculations reveal that a proton-coupled

SUBMITTER: Lin X 

PROVIDER: S-EPMC12669634 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature