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Regioselective Synthesis of New [1,3]Thiazolo- and [1,3]Selenazolo[3,2-a]pyridinium Derivatives

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Abstract

The reactions of pyridine-2-sulfenyl and pyridine-2-selenenyl halides with heteroatomic vinyl compounds were used as a basis for the development of effective regioselective methods for the synthesis of new fused 3- and 2-functionally substituted 2,3-dihydro[1,3]thiazolo- and 2,3-dihydro[1,3]selenazolo[3,2-a]pyridin-4-ium derivatives. Unlike the reactions with vinyl ethers, vinyl sulfide, and vinylamide, leading to 3-substituted derivatives, the annulation with vinylsilane gives another regioisomer: 2-silyl derivatives.

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ACKNOWLEDGMENTS

Spectral studies were carried out using the material and technical base of the Baikal Analytical Center for Collective Use, Siberian Branch, Russian Academy of Sciences

Funding

The work was financially supported by the Russian Science Foundation (project no. 22-13-00339).

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Correspondence to V. A. Potapov.

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To the 85th Anniversary of B.A. Trofimov

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Ishigeev, R.S., Amosova, S.V. & Potapov, V.A. Regioselective Synthesis of New [1,3]Thiazolo- and [1,3]Selenazolo[3,2-a]pyridinium Derivatives. Russ J Gen Chem 93 (Suppl 1), S87–S93 (2023). https://doi.org/10.1134/S1070363223140360

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