Preparation of alkylated dodechydronaphto[2,1-b]furans

Details Preparation of alkylated dodechydronaphto[2,1-b]furans Preparation of alkylated dodechydronaphto[2,1-b]furans

1988-09-28

1990-04-17

Lee, Mary C.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D30792

Patent

active

049182056

ABSTRACT:
Alkylated dodecahydronaphtho[2,1-b]furans of the general formula I ##STR1## where R.sup.1 and R.sup.2 are identical and each is hydrogen or methyl are prepared by reacting alkylated 2-hydroxydecahydronaphthalene-1-ethanol of the formula II ##STR2## where R.sup.1 and R.sup.2 are as defined above, with a sulfonyl chloride in the presence of basic catalysts by performing the cyclization in the presence of concentrated aqueous alkali metal hydroxides and a phase transfer catalyst, preferably a tetra-substituted ammonium or phosphonium salt, the sulfonyl chloride used preferably comprising a sulfonyl chloride of the general formula III

REFERENCES:
Dehmlow, et al., Phase Transfer Catalysis, Verlag Chemie, Deerfield Beach, FL, 1980, p. 88.
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Helvetica Chimica Acta, vol. 68, (1985), pp. 2022-2028, G. Ohloff.
Fortschritte Chem. Forsch. 12/2, (1969), pp. 185-251, G. Ohloff.
Maslo-Zhir, Promst. 1979, (12), pp. 25-26, V. E. Sibiertseva.
Dragoco-Report, 11/12, (1979), pp. 276-283, E. J. Brunke.
Austr. Journal of Chemistry, vol. 24, (1971), pp. 583-91, and 2365-77, R. C. Cambie.
Syntheses, (1983), pp. 816-818, G. Aumaitre, et al.
Angew. Chemie, vol. 89, (1977), pp. 521-533, Dehmlow.
Angew. Chemie, vol. 86, (1974), pp. 187-196.

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