The selective modification of substrates with multiple functions in a "protecting-group-free" manner remains an essential task. We report our investigations in the selectivity of C-C-bond formation by Pd-promoted Stille reaction in a choice between C=C and C=O double bonds and active bromine. As a model substrate for the research 3-(2,4-dibromothiazol-5-yl)-1-phenylprop-2-en-1-one (I) was chosen (Figure 1). Next, the reaction behavior was determined in different conditions, with a number of G3-4 Pd catalysts and compared with common ones.<br/>As a result, the reaction was detected in two possible ways: the substitution of Br or the addition to C=O group (Figure 1). The possibility of obtaining products by carbonyl group reaction in such compounds is very promising, as far as they still contain a highly reactive halogen atom and a double bond. All this makes such compounds usable in different scaffolds and combinatorial programs.<br/>In classical conditions, the major product formed is hetaryl thiazole. However, due to our research, we understand what factors are essential for the mainly or even solely formation of one of the products.<br/>These factors include the role and impact of catalyst for the cross-coupling will be discussed in the presentation.

Specific catalyst influence on the reaction between 3-(2,4-dibromothiazolyl)-1-phenyl-propenone and tin derivatives

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