Room-Temperature, Copper-Free, and Amine-Free Sonogashira Reaction in a Green Solvent: Synthesis of Tetraalkynylated Anthracenes and In Vitro Assessment of Their Cytotoxic Potentials.

ABSTRACT: The multifold Sonogashira coupling of a class of aryl halides with arylacetylene in the presence of an equivalent of Cs₂CO₃ has been accomplished using a combination of Pd(CH₃CN)₂Cl₂ (0.5 mol %) and cataCXium A (1 mol %) under copper-free and amine-free conditions in a readily available green solvent at room temperature. The protocol was used to transform several aryl halides and alkynes to the corresponding coupled products in good to excellent yields. The rate-determining step is likely to involve the oxidative addition of Ar-X. The green protocol provides access to various valuable polycyclic aromatic hydrocarbons (PAHs) with exciting photophysical properties. Among them, six tetraalkynylated anthracenes have been tested for their a

SUBMITTER: Islam K 

PROVIDER: S-EPMC10193572 | biostudies-literature | 2023 May

REPOSITORIES: biostudies-literature