Dual fluorescent phenanthridinones and crinasiadine derivatives by consecutive palladium-catalyzed three-component syntheses.

ABSTRACT: The sequential concatenation of Buchwald-Hartwig amination, Suzuki coupling, and lactamization in a consecutive palladium-catalyzed three-component synthesis provides direct access to functionalized N-arylsubstituted phenanthridinones and alkaloid-analogous crinasiadines starting from simple, readily available ortho-bromoanilines. A modified reaction sequence, consisting of Suzuki coupling, amide bond formation (lactamization), and subsequent alkylation at the amide nitrogen, provides N-alkylsubstituted phenanthridinones and crinasiadines, including two natural products, which are known for their cytotoxic activity against various cancer cell lines. A comprehensive investigation of the photophysical properties reveals dual emission of the N-aryl substituted deri

SUBMITTER: Kohlbecher R 

PROVIDER: S-EPMC12695140 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature