- Synthesis and experimental study of through-space hydrogen-fluorine and carbon-fluorine spin-spin coupling in 4,5-substituted 1-acetyl-8-fluoronaphthalenes
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The synthesis and NMR study (1H, 13C, and 19F) of a complete series of 4,5-substituted 1-acetyl-8-fluoronaphthalenes are reported. This data revealed a 6J(H,F) and a 5J(C,F) through space coupling between the fluorine and the methyl on the acetyl group (1H and 13C). The magnitude of this coupling constant changes depending on the nature of the substituent at C-4, the internuclear distance, and the solvent.
- Jaime-Figueroa, Saul,Kurz, Lilia J.,Liu, Yanzhou,Cruz, Raymundo
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- Dihydropyridine derivatives, processes for their preparation and pharmaceutical compositions thereof
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There are described compounds of Formula I, in which R1, R2, R3 and R4 are as defined in the specification,R5 is alkyl optionally interrupted by an amide group and optionally substituted by halogen or by a carboxy or a heterocyclic group,X is -O-, -NR-, -S(O)m1, or a bond,Z is hydrogen or together with R forms a bond,R is hydrogen, alkyl or together with Z forms a bond,R6 is a 5 or 6 membered unsaturated nitrogen containing heterocyclic ring, optionally fused to a phenyl ring and optionally substituted by one or more of oxo, hydroxy, alkyl, -(CH2)n1NH2, alkoxy, phenyl or -COOH,and when X is -NR- or -S(O)m1-, R6 may in addition be hydrogen or a group -CH2CH2NH2, -CH2CH2-het. or NHC(=NH)NH2,when X is -O-, R6 may also be a group -NH2, -C(=O) (CH2)nNH2, -CH2CH2NR14R15 or CH2CH2OCH2CH2NR14R15,when X is -NR-, -S(O)m1-, or a bond, R6 may also be hydrogen or a group -C(=NR12)NHR13,R13 and R14 may be hydrogen or alkyl,R12 is hydrogen, alkylcarbonyl, nitrile or hydroxy,R15 is hydrogen or a group R11,m and m1 are each 0, 1 or 2,n is 0 or 1,n1 is an integer from 0 to 6, and pharmaceutically acceptable salts, esters, amides, analogues and protected derivatives thereof.
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