α-Functionalized ketene N,S-acetals as two-carbon synthons in the reaction with 1,2-naphthoquinone 1-methide. Synthesis of 3-amino-1H-benzo[f]chromenes View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2020-05-31

AUTHORS

Anton V. Lukashenko, Dmitry V. Osipov, Vitaly А. Osyanin, Yuri N. Klimochkin

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. More... »

PAGES

521-528

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10593-020-02694-5

DOI

http://dx.doi.org/10.1007/s10593-020-02694-5

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1128095116


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