New reactions of 2,3-diaminonaphthaline with carbonyl electrophiles

[Display omitted] The reaction of 2,3-diaminonaphthalene with dimedone gave 3-[(3-amino-2-naphthyl)amino]-5,5-dimethylcyclohex-2-en-1-one that reacts with alloxan to afford a product of addition at the enamine moiety. The latter is converted to a spiro derivative on heating in CF3COOH, or undergoes...

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Bibliographic Details
Published in:	Mendeleev communications Vol. 33; no. 1; pp. 115 - 117
Main Authors:	Yu. Ukhin, Lev, Kuz'mina, Lyudmila G., Gribanova, Tatyana N., Borodkin, Gennadii S., Belousova, Lyudmila V., Shepelenko, Eugenii N., Podshibyakin, Vitaly A., Chepurnoi, Pavel B.
Format:	Journal Article
Language:	English
Published:	Elsevier B.V 01-01-2023
Subjects:	2, 3-diaminonaphthalene 2, 6-di-tert-butyl-p-benzoquinone alloxan dimedone enamines spiro compounds sterically hindered phenols sterically hindered phenols 2, 3-diaminonaphthalene enamines alloxan 2, 6-di-tert-butyl-p-benzoquinone dimedone spiro compounds
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Summary:	[Display omitted] The reaction of 2,3-diaminonaphthalene with dimedone gave 3-[(3-amino-2-naphthyl)amino]-5,5-dimethylcyclohex-2-en-1-one that reacts with alloxan to afford a product of addition at the enamine moiety. The latter is converted to a spiro derivative on heating in CF3COOH, or undergoes condensation with 2,6-di-tert-butyl-p-benzoquinone to give a benzophenazinone derivative with a sterically hindered phenol substituent.
ISSN:	0959-9436
DOI:	10.1016/j.mencom.2023.01.036