Patent ID: 6891038

Claim:
A spiro(indoline)naphtho(2,1-b)(1,4)oxazine or spiro(indoline)naphtho(1,2-b)(1,4) oxazine having the following formulas Ia and Ib, respectively: wherein (a) n is an integer from 1 to 6; p is 1 or 2; and q is an integer from 1 to 6; (b) R 2 and R 3 represent independently a radical selected from the group consisting of: (i) C 1 -C 6 alkyl optionally substituted by fluoro, C 1 -C 4 alkoxy or fluoroalkoxy, C 1 -C 4 alkylcarbonyloxy, C 2 -C 4 alkenylcarbonyloxy, C 3 -C 6 cycloalkyl or aryl; (ii) C 2 -C 6 alkenyl with a terminal double bond; (iii) C 3 -C 6 cycloalkyl optionally substituted by fluoro; (iv) aryl; (v) alkylcarbonyl; or (vi) one of R 2 and R 3 is a group —COOR wherein R is a radical (i) to (iv) as defined hereinbefore and the other of R 2 and R 3 is a radical (i) to (iv) as defined hereinbefore; or (vii) R 2 and R 3 together with the carbon atom at position 3 of the indoline ring form a 3-7 membered saturated ring optionally containing a heteroatom selected from nitrogen, oxygen or sulfur, and (c) R 4 and R 5 represent independently (i) hydrogen; (ii) halogen, optionally fluoro; or a radical selected from the group consisting of: (iii) cyano; (iv) aryloxy optionally substituted by C 1 -C 6 alkyl, C 1 -C 4 alkoxy or amino; (v) C 1 -C 4 alkoxy optionally substituted by halogen, preferably di- and trifluoromethoxy; (vii) C 1 -C 6 alkyl optionally substituted by C 1 -C 4 alkoxy, halogen, optionally trifluoromethyl, C 3 -C 6 cycloalkyl, polycycloalkyl (optionally as norbomane or adamantane), aryl or heterocyclyl; (viii) aryl optionally substituted with amino or alkoxy group, optionally dialkylaminophenyl or methoxyphenyl; (ix) amide (—CONH 2 ); (x) sulfonamide (—SO 2 NH 2 ); (xi) —NR 6 R 7 , wherein R 6 and R 7 are independently selected from the group consisting of alkyl, alkenyl, cycloalkyl, aryl, alkylaryl, fluoroalkyl (optionally trifluoromethyl) or R 6 and R 7 together with the nitrogen atom form a 3-7 membered saturated ring optionally containing a further heteroatom selected from the group consisting of nitrogen, oxygen or sulfur atom, preferably piperidino, piperazino or morpholino; (xii) R 4 may further be —OCF 3 , in which case p is 1; and (xiii) R 5 may further be an aryl(dialkyl)methyl group of the formula —C(aryl)(C n H 2n+1 )(C m H 2m+1 ), wherein n and m are integers from 1 to 5, linked to one of the benzene rings of the naphthoxazine part of the molecule, in which case q is an integer from 1 to 5.