Ya. Yu. Shmoylova, Yu. A. Kovygin, E. A. Kosheleva, Kh. S. Shikhaliev, I. V. Ledenyova, M. A. Prezent, “Efficient synthesis of tetrahydro-1H-pyrazolo[3,4-b]pyridines based on the recyclization of N-arylitaconimides with aminopyrazoles”, Mendeleev Commun., 2022, Volume 32, Issue 5,Pages 688

This article is cited in 7 papers

Communications

Efficient synthesis of tetrahydro-1H-pyrazolo[3,4-b]pyridines based on the recyclization of N-arylitaconimides with aminopyrazoles

Ya. Yu. Shmoylova^a, Yu. A. Kovygin^a, E. A. Kosheleva^a, Kh. S. Shikhaliev^a, I. V. Ledenyova^a, M. A. Prezent^b

^a Department of Chemistry, Voronezh State University, Voronezh, Russian Federation
^b N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: New polyfunctional hydrogenated pyrazolo[3,4-b]pyridines were obtained by the chemoselective reaction between N-arylitaconimides and 5-aminopyrazoles. The transformation is the cascade reaction including Michael addition at the active double bond of the itaconimide followed by the intramolecular transamidation and recyclization.

Keywords: pyrazolo[3,4-b]pyridines, itaconimides, 5-aminopyrazoles, recyclization, chemoselectivity, heterocyclization.

Language: English

DOI: 10.1016/j.mencom.2022.09.041

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