Process for preparing spiro derivatives

Details Process for preparing spiro derivatives Process for preparing spiro derivatives

1981-10-23

1983-03-22

Bond, Robert T.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548407, 549265, 549331, 424267, 424274, 424272, 424285, C07D40506

Patent

active

043776892

ABSTRACT:
The invention relates to new derivatives of spiro compounds represented by the general formula (I) ##STR1## wherein R is a hydrogen atom, a halogen atom, an alkyl group or an alkoxy group; R.sub.1 and R.sub.2 represent a hydrogen atom or an alkyl group or together form a nitrogen-containing heterocyclic ring; A is a>CH.sub.2 group or a>CO group; n is 4 or 5. These compounds can be prepared from .beta.-hydroxyacids by intramolecular rearrangement by the action of a strong acid, in order to form a .gamma.-spirolactone which is converted into an .alpha.-carboxy .gamma.-spirolactone to form the compounds of formula (I) using a Mannich reaction. As necessary, a reduction is then carried out. These compounds are useful medically, in particular, as an antidepressant, a stimulant, and a neuroleptic.

REFERENCES:
Tsatas et al, "Bull. Soc. Chim. France" pp. 3609-3616 (1970).

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