Process for preparing heterocyclic compounds

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

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549362, C07D49804, C07D31920

Patent

active

048373362

ABSTRACT:
A compound of formula (I) ##STR1## is prepared by cyclizing a compound of formula (IIa) or (IIb) or a mixture thereof ##STR2## wherein X is hydroxyl or halogen and R.sup.1 and R.sup.2 independently, represent hydroxy protecting groups) followed by removal of the protecting groups R.sup.1 and R.sup.2.
The compound (I) is of use as an intermediate in the stereoselective preparation of (.+-.) trans-5-fluoro-2,3,3a,9a-tetrahydro-1H-[1,4]benzodioxino[2,3-c] pyrrole, which is a selective .beta..sub.2 -adrenoreceptor antagonist and is thus of potential value, in particular, for the treatment or prevention of depression.

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patent: 3829441 (1974-08-01), Gardner
patent: 3992432 (1976-11-01), Napier et al.
patent: 4104396 (1978-08-01), Huebner
patent: 4212808 (1980-07-01), Gachwend et al.
patent: 4496579 (1985-01-01), Crame et al.
Yamamoto, "Cyclisation of Phenol- and Enol-Acetylenes, etc.", J. Chem. Soc., Perkin Trans I, 1979 (12), 3161-3165.
Derwent Abstract 84-095516.
Fieser et al., Reagents for Organic Sythesis, 2, pp. 301, 328-329 (19).

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