Chemistry of Heterocyclic Compounds p. 564 - 572 (1985)
Update date:2022-08-02
Topics:
Charushin, V. N.
Ponizovskii, M. G.
Chupakhin, O. N.
Sidorov, E. O.
Sosonkin, I. M.
In the reaction of N-methylquinoxalinium iodide with acetylacetone at -30 deg C, the formation of 3-acetyl-2,4-dimethyl-3a,4,9,9a-tetrahydrofuro<2,3-b>quinoxaline has been recorded by 1H NMR spectroscopy, this being a regioisomer of the 3-acetyl-2,9-dimethyl-3a,4,9,9a-tetrahydrofuro<2,3-b>quinoxaline formed in this reaction at temperatures above -10 deg C. ?-Adducts of the N-methylquinoxalinium cation with alcohols, amines, and β-diketones have also been identified, and their role in cyclizations leading to the annelation of a furan ring is discussed.
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