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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2025 Volume 35, Issue 4, Pages 467–469 (Mi mendc7265)

Communications

Synthesis of frame pyrazolines based on azabicyclo[2.2.1]heptenes and nitrilimines

A. Yu. Gavrilova, T. A. Solodovnikova, A. A. Stepanov, N. V. Zyk

Department of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation

Abstract: The stereo- and regiochemical features of the reaction of nitrilimines (generated in situ from N-hydrazonoyl chlorides) with derivatives of 2-aza-, 2-oxa-3-azanorbornenes, 7-azabenzonorbornadiene and 7-azanorbornadiene have been explored. The cycloaddition products contain pyrazoline moiety fused to bicyclic skeleton; in some cases the products undergo further retro-Diels–Alder fragmentation to form pyrazole derivatives.

Keywords: azabicyclo[2.2.1]heptenes, azabicyclo[2.2.1]heptadienes, nitrilimines, 1,3-dipolar cycloaddition, N-hydrazonoyl chlorides, norbornene, pyrazolines.

Received: 13.01.2025
Accepted: 03.03.2025

Language: English

DOI: 10.71267/mencom.7723



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© Steklov Math. Inst. of RAS, 2025