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Mendeleev Communications, 2024, Volume 34, Issue 4, Pages 536–539
DOI: https://doi.org/10.1016/j.mencom.2024.06.022
(Mi mendc179)
 

Communications

Microwave assisted cycloaddition of benzonitrile oxides to 1-iodobuta-1,3-diynes

M. M. Efremovaa, D. D. Khashimovaa, N. S. Kalinina, A. A. Shtyrovab, M. N. Ryazantseva, D. V. Spiridonovaa, A. I. Govdia, I. A. Balovaa

a Institute of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation
b Alferov University, St. Petersburg, Russian Federation
Abstract: The microwave-assisted cycloaddition of 2,6-disubstituted benzonitrile oxides to 1-iodobuta-1,3-diynes occurs at the iodo-substituted triple bond giving predominantly 5-alkynyl-4-iodo-1,2,3-isoxazoles. The Suzuki–Miyaura and Sonogashira cross-coupling reactions were used for the modification of the thus obtained 4-iodoisoxazoles.
Keywords: 1-iodobuta-1,3-diynes, nitrile oxides, cycloaddition, isoxazoles, Suzuki–Miyaura reaction, Sonogashira cross-coupling, microwave-assisted reaction.
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Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (1.2 Mb)


Citation: M. M. Efremova, D. D. Khashimova, N. S. Kalinin, A. A. Shtyrov, M. N. Ryazantsev, D. V. Spiridonova, A. I. Govdi, I. A. Balova, “Microwave assisted cycloaddition of benzonitrile oxides to 1-iodobuta-1,3-diynes”, Mendeleev Commun., 34:4 (2024), 536–539
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