Metal-Free Catalytic Synthesis of <i>N</i>‑Allylaminocyclohex-2-enone via α‑Regioselective Substitution of Morita-Baylis-Hillman Adducts: Characterization, Biological Activities, In Silico ADMET, and Molecular Docking Studies.

ABSTRACT: In the pursuit of novel, safe, and biologically active compounds, we report the synthesis of a new series of N-allylaminocyclohex-2-enones 3(a-r) via the α-regioselective substitution of Morita-Baylis-Hillman (MBH) adducts. A highly efficient and α-regioselective N-nucleophilic substitution strategy was developed utilizing both primary and secondary cyclic MBH adducts with various aromatic amines. The desired allylated amine derivatives were obtained in good to excellent yields (50-92%) under mild reaction conditions, and their structures were confirmed by spectroscopic analysis. Several compounds exhibited significant free radical scavenging activity, as determined by the DPPH assay. Notably, compounds 3a, 3b, 3c, 3d, a

SUBMITTER: Omrani A 

PROVIDER: S-EPMC12489655 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature