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., 2024, Volume 34, Issue 4,Pages <nobr>536

Communications

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

M. M. Efremova^a, D. D. Khashimova^a, N. S. Kalinin^a, A. A. Shtyrov^ab, M. N. Ryazantsev^a, D. V. Spiridonova^a, A. I. Govdi^a, I. A. Balova^a

^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.

Language: English

DOI: 10.1016/j.mencom.2024.06.022

	*Supplementary materials:*
		Supplementary_data_1.pdf	1.2 Mb