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„calcination”. „silicon source”. Cracov University of Technology Institute of Organic Chemistry and Technology. A concept of one-pot synthesis of trihalonitroalcohols by nitroaldol reaction over mesoporus SBA-15/CaO and SBA-15/MgO catalyst. Radomir Jasiński ( ) , Karolina Głąb,
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„calcination” „silicon source” Cracov University of Technology Institute of Organic Chemistry and Technology A concept of one-pot synthesis of trihalonitroalcohols by nitroaldol reaction over mesoporus SBA-15/CaO and SBA-15/MgO catalyst Radomir Jasiński (), Karolina Głąb, Piotr Michorczyk, Rafał Rachwalik, Jan Socha, Gabriela Goliasz email: radomir@chemia.pk.edu.pl Introduction Such nitroaldol reaction has proved increasingly useful in pharmaceutical industry, synthesis of natural products. Scientific researchs show that the presence of trihalomethyl group in the structure of molecule stimulates biological activity of such synthesized products. The Henry (nitroaldol) condensation is one of the most significant reactions in organic synthesis. Being a reaction between carbonyl and alkylnitro (containing hydrogen in a position) compounds, it results in the formation of a carbon-carbon bond accompanied by obtaining of a new difunctional group, namely the β-nitroalcohol function. Depending on the particular needs, the newly formed b-nitroalkanol can undergo further transformations as a consequence of oxidation, reduction, and dehydration. Catalyst preparation and characterisation Results and discussion However, it can be observed that the classical nitroaldol reaction carried out in organic solvent in the presence of base, demonstrates low chemoselectivity. Side reactions, such as aldol condensation and Cannizzaro reaction often occur. What is more, the volatile and toxic organic solvents have a negative effect on the environment. Here, we report an invention which provides a the new strategy of process for producing of 3,3,3-trihalo-1-nitropropan-2-ols, that is high potential building blocks in organic synthesis (see Scheme). The subject of this concept is high effective one-pot nitroaldol reaction over mesoporous SBA-15/CaO and SBA-15/MgO catalyst. Procedura obliczeń References [1] Tanaka et al., Bull. Chem. Soc. Jpn., 66, 263 (1993) [2] Jasiński R., Kwiatkowska M., Barański A., Wiad. Chem., 61, 485 (2007) [3] Domingo L., Saez J., Org. Biomol. Chem, 7, 3576 (2009) [4] Jasiński et al., Mendeleev Commun., 22, 262 (2011)
