Octa- and deca-hydroquinoline intermediates

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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546165, 546178, C07D21520

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active

046476679

ABSTRACT:
A 1-substituted-3-permissibly-substituted-6 (or 7)-oxodecahydroquinoline is converted to the corresponding 7 (or 6)-formyl derivative. The 6-oxo-7-formyl compound, upon treatment with hydrazine, is cyclized to a tautomeric mixture of 5-substituted-7-permissibly-substituted-4,4a,5,6,7,8,8a,9-octahydro-1H(and 2H)-pyrazolo[3,4-g]quinolines.

REFERENCES:
patent: 3010974 (1961-11-01), Barkley
patent: 4198415 (1980-04-01), Kornfeld et al.
patent: 4230861 (1980-10-01), Kornfeld et al.
patent: 4235909 (1980-11-01), Bach et al.
patent: 4501890 (1985-02-01), Nichols et al.
Streitwieser A. and Heathcock C., Introduction to Organic Chemistry, (1976).
Bach et al., J. Med. Chem., 23, 481 (1980).
Johnson et al., J. Org. Chem., 33, 3207 (1968).
Fieser and Fieser, Reagents for Organic Synthesis, vol. 7, p. 411.
Ibid, vol. 1, p. 382.
Elderfield, Heterocyclic Compounds, vol. 5, p. 48.
C.A., 78, 136273j (1973), O.L.S. 2,141,700, 2/22/73.

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