PROCESS FOR PREPARING NEW COMPOUNDS WITH NITROGEN BRIDGE HEAD

Nitrogen bridgehead compounds of the general formula (I> [wherein R is H, alkyl or alkoxycarbonyl R is H or alkyl; or R and R together form -(CH=CH)2- R is H, halogen, alkyl, phenyl or a 5- or 6-membered heterocyclic saturated ring, R is H, optionally substituted phenyl, acyl, carboxy, alkoxycarbonyl -CN, carbamoyl, alkylcarbamoyl, alkyl, alkanoylcarbamoyl, acid- hydrazido, or -CO-NH-N=C (R R ) (wherein R and R ) are alkyl, carboxyalkyl, alkoxycarbonyl-alkyl or phenyl) or R and R form -(CH2)t (t is 3 or 4> Z is oxygen and n is 0, 1 or 2 and a) if R is H and R -R and R -R form chemical bonds then R is H or phenyl, YR R represents oxygen or Y represents nitrogen and R is alkyl optionally substituted by hydroxy, carboxy or alkoxycarbonyl or phenyl optionally substituted by nitro, alkyl, alkoxycarbonyl and/or halogen; mono- or bi-cyclic nitrogen-containing heteroaryl, hydroxy aminothiocarbonyl, aminothiocarbonylamino or phenylamino, R represents an unshared electron- pair, or H or alkyl, and in these two cases a salt is formed or R and R form -(CH2)p- (p is 4 or 5) and a salt is formed with N+ or b) if R is H and R -R and R -R form chemical bonds, then R , R , R and Y are as given under item (a); or c) if R -R and R -R form chemical bonds, then R is H or phenyl, YR R R represents halogen, or YR R represents oxygen and R is H or alkyl; or YR R represents sulfur and R is cyano; or Y represents nitrogen and R is alkyl optionally substituted by hydroxy, carboxy, or alkoxycarbonyl; phenyl optionally substituted by nitro, C1-4alkyl, alkoxycarbonyl and/or halogen; or mono- or bicyclic nitrogen containing heteroaryl, R is H or alkyl, or R and R form -(CH2)m- (m is 3 or 4) or R and R form -(CH2)p- (p is 4 or 5) and R represents an unshared pair of electrons] and the tautomers and salts thereof. The novel compounds possess physiological activity.