The Horner–Wadsworth–Emmons (HWE) reaction is a modification of the Wittig reaction in which α,β-unsaturated esters are prepared from stabilized phosphonate anions (which are highly nucleophilic) with aldehydes or ketones in the presence of a suitable base. In this thesis, we used the principle of the HWE reaction to synthesize various 2-halocinnamate esters. The products were prepared by changing the choice and position of substituents on the aromatic ring of 2-haloaryl aldehyde, where the possible substituents are -H, -OCH$_3$, -NO$_2$ , -F, -CH$_3$ , etc. Furthermore, we were interested how the combinations of the individual groups influence the course of the reaction and consequently determine the optimal reaction conditions for the synthesis of the desired compounds.
Thereafter, the previously obtained products were used in Suzuki–Miyaura cross- coupling. This is a reaction between an organoboron reagent and an organic halide or pseudohalide in the presence of a palladium or nickel catalyst and a base. The study focuses on the cross-coupling reaction between different 2-formylphenylboronic acids in combination with the aforementioned 2-halocinnamate esters. The primary goal is the formation of a new C–C bond leading to the formation of an acryloyl-substituted biaryl compound. Additionally, we checked whether the selected reagents lead to the desired products and evaluated the success of the reactions with the obtained quantitative yields.
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