Reaktionsgleichung
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=CC=1)([O-])=O.[F:10][C:11]1[CH:12]=[C:13]2[C:21](=[CH:22][CH:23]=1)[C:16]1=[N:17][CH:18]=[CH:19][CH:20]=[C:15]1[CH2:14]2>C1(C)C(C)=CC=CC=1.[Pd]>[F:10][C:11]1[CH:12]=[C:13]2[C:21](=[CH:22][CH:23]=1)[C:16]1=[N:17][CH:18]=[CH:19][CH:20]=[C:15]1[CH2:14]2.[CH2:4]1[NH:1][CH2:7][CH2:8][CH2:9]1Komponenten
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
The tetrahydroimine product is aromatized in xylene and nitrobenzene and 10% palladium on charcoal according to Parcell and Hauch, ibid. The resulting product, e.g., 7-fluoro-5H-indeno[1,2-b] pyridine (which may be further derivatized according to Method V) is derivatized according to Methods II to IV to yield the corresponding spiro-derivatives such as spiro-(7-fluoro-5H-indeno[1,2-b]pyridin-5,5-thiazolidine)-2',4'-dione; spiro-(7-fluoro-5H-inden[1,2-b]pyridin-5,5'-(oxazolidine)-2',4'-dione and spiro-(7-fluoro-5H-indeno[1,2-b] pyridin-5,3'-suiccinimide. Oxidation (Method VII) of 5H-indeno [1,2-b]pyridine or its derivatives according to the method of Sprinzak, J. Amer. Chem. Soc., 80, 5449 (1958) yields the corresponding 5-one or ketone derivative, which may be further derivatized according to Method V. When reacted in accordance with Method I, the ketone will yield a spiro-hydantoin derivative such as spiro-(7-fluoro-5H-indeno[1,2-b]pyridin-5,4'-imidazolidine)-2',5'-dione. Any of the aforementioned spiro derivatives may be further derivatized, e.g., nitrated, in accordance with Method VI. See Example XVIII, XI and XII.
Quellen und Nachweise
- ORD-Eintrag
- ord-f5dfb6b41a7c4cdeb5fed16e0e88421f
- Quelldatensatz
- uspto-grants-1985_08
- Patentnummer
- US04537892
Verknüpfte Notizen
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