Rearrangement of 5’,6’,7’,8’-tetrahydro-1’H-spiro(cyclohexane-1,2’-quinazolin)-4’(3’H)-one during the Vilsmeier reaction

Rearrangement of 5’,6’,7’,8’-tetrahydro-1’H-spiro(cyclohexane-1,2’-quinazolin)-4’(3’H)-one during the Vilsmeier reaction

Treatment of 5’,6’,7’,8’-tetrahydro-1’H-spiro(cyclohexane-1,2’-quinazolin)-4’ (3’H)-one with POCl3 and DMF gives a mixture of 1,2,3,4,5,6,7,8-octahydroacridine-4-carbonitrile and 4,5-diformyl-2,3,6,7,8,10-hexahydroacridine-8a(1H)-carbonitrile, both products resulting from cascade transformations of...

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Veröffentlicht in:Mendeleev communications 2012-03, Vol.22 (2), p.101-102
Hauptverfasser: Markov, Victor I., Farat, Oleg K., Varenichenko, Svetlana A., Velikaya, Ekaterina V.
Format: Artikel
Sprache:eng
Schlagworte:
Cascades
Transformations
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Zusammenfassung:Treatment of 5’,6’,7’,8’-tetrahydro-1’H-spiro(cyclohexane-1,2’-quinazolin)-4’ (3’H)-one with POCl3 and DMF gives a mixture of 1,2,3,4,5,6,7,8-octahydroacridine-4-carbonitrile and 4,5-diformyl-2,3,6,7,8,10-hexahydroacridine-8a(1H)-carbonitrile, both products resulting from cascade transformations of the primary Vilsmeier intermediates.
ISSN:0959-9436
DOI:10.1016/j.mencom.2012.03.017