Tri- and tetra-substituted-oxetanes and tetrahydrofurans and intermediates thereof

A compound represented by the formula:

• ##STR44## wherein:
• either one of A, B or C is oxygen and the remaining two of A, B and C are CH.sub.2, or A is oxygen, B is CH.sub.2 and C is a direct bond;
• Ar is thienyl, pyridyl, biphenyl, phenyl or phenyl substituted by one or more of halo, nitro, cyano, lower alkyl, lower alkoxy or perhalo(lower)alkyl;
• Y is CH or N;
• ##STR45## AR, OR.sub.3 or halogen;
• R.sub.1, R.sub.8, R.sub.9 and R.sub.10 are independently hydrogen, lower alkyl or lower alkyl substituted by one or more hydroxyl groups;
• R.sub.2, R.sub.4, R.sub.11, R.sub.12 and R.sub.14 are hydrogen, hydroxyl, lower alkyl or lower alkyl substituted by one or more hydroxyl groups;
• R.sub.3 and R.sub.13 are independently hydrogen, lower alkyl, (C.sub.2 -C.sub.8)perhalo alkanoyl or (C.sub.2 -C.sub.8)alkanoyl;
• R.sub.6 and R.sub.7 are independently hydrogen, lower alkyl, phenyl or phenyl substituted by one or more of halo, perhalo(lower)alkyl, (C.sub.2 -C.sub.8)alkanoyl, lower alkyl, lower alkyl substituted by one or more hydroxy groups, lower alkoxy, or 2-(lower)alkyl-3-oxo-1,2,4-triazol-4-yl, or R.sub.6 and R.sub.7 taken together with the nitrogen atom in NR.sub.6 R.sub.7 form unsubstituted or substituted five or six member heterocyclyl ring systems containing carbon and one to four heteroatoms chosen from N, O and S, said heterocyclyl substituents being (C.sub.1 -C.sub.8)alkanoyl, lower alkyl, lower alkoxycarbonyl, aminocarbonyl, N-lower alkylaminocarbonyl, N,N-di(lower alkyl)aminocarbonyl, aminothiocarbonyl, N-lower alkylaminothiocarbonyl, N,N-di(lower alkyl)aminothiocarbonyl, lower alkyl sulfonyl, phenyl-substituted lower alkyl sulfonyl, N-lower alkyl-amino, N,N-di(lower alkyl)amino, 1,3-imidazol-1-yl, 2-lower alkyl loweralkylsulfenyl-1,3-imidazol-1-yl, 2-pyridinyl, 2-thiazolyl, 2-lower alkyl-3-oxo-1,2,4-triazol-4-yl, 1-lower alkylbenzimidazol-2-yl, or phenyl or phenyl substituted by one or more of halo, perhalo lower alkyl, (C.sub.2 -C.sub.8)alkanoyl, lower alkyl, lower alkyl substituted by one or more hydroxy groups, lower alkoxy, 1H,2,4-triazol-1-yl or 2-lower alkyl-3-oxo-1,2,4-triazol-4-yl;
• R.sub.5 is a lower alkyl, lower alkoxy, amino, N,N-dilower alkylamino, phenyl or phenyl substituted by one or more of halo, perhalo lower alkyl, lower alkoxy, nitro, cyano, (C.sub.2 -C.sub.8)alkanoyl;
• p is 0, 1, 2, 3, 4 or 5:
• n is 0, 1 or 2;
• r is 1 or 2;
• and
• t is 0, 1, 2 or 3;
• and
• the stereochemical isomers thereof in racemic or optically active form;
• or a pharmaceutically acceptable salt thereof, with the proviso that when R.sub.2 or R.sub.11 or R.sub.12 is attached to a carbon atom adjacent to --NR.sub.5, --S(O)--.sub.n or --O--, R.sub.2 or R.sub.11 or R.sub.12 is not hydroxyl.