Journal
MONATSHEFTE FUR CHEMIE
Volume 152, Issue 1, Pages 77-82Publisher
SPRINGER WIEN
DOI: 10.1007/s00706-020-02719-x
Keywords
(4-Amino-2H-chromen-2-ylidene) malonaldehyde; 2-Aryl-4H-chromen-4-imines; Dipyrimidin-6-yl-phenols (naphthols); 2-Amino-6-(2-hydroxyphenyl)-4-(4-nitrophenyl) nicotinonitrile; 6-Exo-trig-cyclization
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Novel derivatives of 2-(2,2'-diamino-4,5'-bipyrimidin-6-yl)phenols (naphthols) were obtained in a cascade reaction initiated by the Michael reaction with 1,3-dinucleophile. The recyclization of 2-aryl-4H-chromen-4-imines was completed by the formation of 2-amino-6-(2-hydroxyphenyl)-4-(4-nitrophenyl)nicotinonitrile through a 6-exo-trig-cyclization mechanism under the influence of malononitrile as the C-nucleophile.
Novel derivatives of 2-(2,2 '-diamino-4,5 '-bipyrimidin-6-yl)phenols(naphthols) were obtained in the reaction of (4-amino-2H-(benzo[g])chromen-2-ylidene)malondialdehyde with 1,3-dinucleophile proceeding as a cascade reaction initiated by the Michael reaction. It has been established that the recyclization of 2-aryl-4H-chromen-4-imines under the influence of malononitrile as C-nucleophile is completed by the formation of 2-amino-6-(2-hydroxyphenyl)-4-(4-nitrophenyl)nicotinonitrile by the 6-exo-trig-cyclization mechanism.
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