CC Cross-coupling reactions for the combinatorial synthesis of novel organic materials

Structural modifications of coumarin derivatives: Determination of antioxidant and lipoxygenase (LOX) inhibitory activity

“…Various conditions were investigated in order to synthesise the target coumarin derivatives via a Suzuki-coupling reaction. 38,39 Optimisation of the reaction conditions was performed using 6-bromo-3-(3,4-dimethoxyphenyl)-4-methyl-2H-chromen-2-one (I) and p-methoxy boronic acid as starting materials. The reaction was carried out using toluene or dimethylformamide (DMF) as solvents in reflux conditions, different inorganic bases (sodium, calcium and cesium carbonate) and palladium acetate, palladium on carbon and tetrakis(triphenylphosphine)palladium (Pd(PPh 3 ) 4 )as catalysts (Table 1).…”

The Heck reaction under ball-milling conditions

“…This, together with other palladium-catalysed coupling reactions, have been reviewed [1,2]. The wide functional group tolerance of this reaction has allowed rapid syntheses to a large variety of interesting compounds including unsaturated unnatural amino acids using a procedure developed by Jeffery et al [3].…”

New coumarin-[60]fullerene dyads connected by an alkynyl linkage: Synthesis and fluorescence studies. Evidence for efficient singlet–singlet energy transfer

“…Coumarin intermediates 1b and 2b were obtained in good yields from the Pd/Cu-catalyzed cross-coupling reaction (Sonogashira-Hagihara reaction [35,36]) of 3-bromocoumarins 1a and 2a with prop-2-yn-1-ol, in the presence of diisopropylamine. The catalytic system selected was PdCl 2 (PPh 3 ) 2 /PPh 3 /CuI that has been already used to introduce acetylenic substituents in the coumarin scaffold [37,38].…”