Synthesis of New 5-Aryl-1,3,4-Oxadiazol-Thioureas and Oxadiazol-Thioxopyrimidinones Derivatives of Monoterpenes and Evaluation of their Catalytic Efficiency for Strecker-type and Epoxide Ring Opening Reactions

Fliur Zainutdin Macaev, Zinaida Ribkovskaia, Liudmila Bets, Natalia Sucman, Serghei Pogrebnoi


New and easily accessible oxadiazol-thioureas 8-11, 12, 13 and oxadiazol-thioxopyrimidinones 14, 15 have been successfully synthesized and applied as organocatalysts in the selected reactions: Strecker-type and epoxide ring opening reactions. It’s been demonstrated that oxadiazol-thioureas (8, 9, 11 and 12) and oxadiazol-thioxopyrimidinones (14 and 15) are significantly more active in the epoxide ring opening than in the Strecker-type reaction. These results provide insights in the future design and development of highly active and enantioselective thiourea-based organocatalysts for the selected reaction types.


bifunctional organocatalyst, (+)-3-carene, (+)-α-pinene, 5-aryl-1,3,4-oxadiazoles

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