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A series of 3-amino-1H-benzo[f]chromenes were obtained in the reaction of 1-[(dimethylamino)methyl]naphthalen-2-ol with push-pull ketene N,S-acetals containing an electron-withdrawing group in the α-position. It is assumed that the reaction proceeds as… Click to show full abstract
A series of 3-amino-1H-benzo[f]chromenes were obtained in the reaction of 1-[(dimethylamino)methyl]naphthalen-2-ol with push-pull ketene N,S-acetals containing an electron-withdrawing group in the α-position. It is assumed that the reaction proceeds as a [4+2] cycloaddition of ketene N,S-acetals to in situ generated 1,2-naphthoquinone 1-methide. Quantum-chemical methods were used to study the synchronicity of the Diels–Alder reaction.
Keywords:
amino benzo;
functionalized ketene;
benzo chromenes;
ketene acetals;
naphthoquinone methide
Journal Title: Chemistry of Heterocyclic Compounds
Year Published: 2020
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Journal Title: Chemistry of Heterocyclic Compounds
Year Published: 2020
Link to full text (if available)
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recommendations!