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Selective and efficient Cu-catalyzed 1,3-bipolar cycloaddition of propargylthiobenzoxazoline and aryl azides

Burkhon ElmuradovDepartment of organic synthesis, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, 100170, Mirzo-UlugbekZulkhumorkhon PulatovaDepartment of organic synthesis, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, 100170, Mirzo-Ulugbek str., 77, Tashkent, UzbekistanИ. С. ОртиковDepartment of organic synthesis, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, 100170, Mirzo-Ulugbek str., 77, Tashkent, Uzbekistan
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Abstract

It was selectively carried out synthesis of S-propargylthiobenzoxazoline (2). An effective synthesis method of 2-propargylthiobenzoxazoline was found and a cheap and convenient method of synthesis of new benzoxazole-triazole hybrid molecules (3-9) was developed by carrying out 1,3-bipolar cycloaddition reactions of the obtained 2-propargyl-derivative with some aromatic azides. Factors influencing the course and direction of the reaction (catalyst nature, ratio of reagents, reaction temperature and duration) have been identified. The IR-, 1H and 13C NMR spectra of the obtained substances were analyzed and it was proved that they correspond to their structures.

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