Patent ID: 6969733
Filing Date: 2005-11-29
Classification: A61K,B33Y,C07F,C08F,C08K,C09D,G03F,Y10T

Abstract:
1. A process for the preparation of compounds of the formula III in which A is O or S; x is 0 or 1; Ar is a group or Ar is cyclopentyl, cyclohexyl, naphthyl, anthracyl, biphenylyl or an O-, S- or N-containing 5- or 6-membered heterocyclic ring, where the radicals cyclopentyl, cyclohexyl, naphthyl, anthracyl, biphenylyl and 5- or 6-membered heterocyclic ring are unsubstituted or substituted by halogen, C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; R R or in each case two of the radicals R R C 2 -C 24 alkyl which is interrupted once or more than once by nonconsecutive O, S or NR 14 and which is unsubstituted or substituted by phenyl, OR 11 , SR 11 , N(R 12 )R 13 ), CN, C(O)R 11 , C(O)OR 11 , C(O)N(R 14 ) 2 and/or C 2 -C 24 alkenyl which is uninterrupted or interrupted once or more than once by nonconsecutive O, S or NR 14 and which is unsubstituted or substituted by OR 11 , SR 11 or N(R 12 )(R 13 ); C C C R R Z and/or or Z 1 is C 2 -C 24 alkyl which is interrupted once or more than once by O, S or NR 14 and which can be substituted by OR 15 , SR 15 , N(R 16 )(R 17 ), phenyl, halogen, or Z 1 is C 1 -C 24 alkoxy, which is substituted once or more than once by phenyl, CN, —N═C=A, or Z 1 is unsubstituted C 3 -C 24 cycloalkyl or C 3 -C 24 cycloalkyl substituted by C 1 -C 20 alkyl, OR 11 , CF 3 or halogen; unsubstituted C 2 -C 24 alkenyl or C 2 -C 24 alkenyl substituted by C 6 -C 12 aryl, CN, (CO)OR 15 or (CO)N(R 18 ) 2 ; or Z 1 is C 3 -C 24 cycloalkenyl or is one of the radicals or Z 1 is C 1 -C 24 alkylthio, in which the alkyl radical is uninterrupted or interrupted once or more than once by nonconsecutive O or S, and is unsubstituted or substituted by OR 15 , SR 15 and/or halogen; with the proviso that Z 1 and R 6 are not identical; A Z where the radicals C or Z where these radicals are unsubstituted or are substituted on the aromatic by C 1 -C 20 alkyl; C 2 -C 20 alkyl which is interrupted once or more than once by nonconsecutive O atoms and which is unsubstituted or substituted by OH and/or SH; OR 11 , SR 11 , N(R 12 )(R 13 ), phenyl, halogen, NO 2 , CN, (CO)—OR 11 , (CO)—R 11 , (CO)—N(R 12 )(R 13 ), SO 2 R 24 , OSO 2 R 24 , CF 3 and/or CCl 3 ; or Z Z Z Z Z r is 0, 1 or 2; s is a number from 1 to 12; g is a number from 0 to 50; t and p are each a number from 0 to 20; E, G, G R or is C 2 -C 20 alkyl which is interrupted once or more than once by nonconsecutive O atoms and is unsubstituted or substituted once or more than once by OR 15 , halogen or or R 11a is C 2 -C 20 alkenyl, C 3 -C 12 alkynyl; or R 11a is C 3 -C 12 cycloalkenyl which is substituted once or more than once by halogen, NO 2 , C 1 -C 6 alkyl, OR 11 or C(O)OR 16 ; or C 7 -C 16 arylalkyl or C 8 -C 16 arylcycloalkyl; R R R R R or C 2 -C 20 alkyl, which is interrupted once or more than once by nonconsecutive O atoms and which is unsubstituted or substituted once or more than once by OR 15 , halogen, styryl, methylstyryl or or R 18a and R 18b are C 2 -C 12 alkenyl; C 5 -C 12 cycloalkyl, which is substituted by —N═C=A or —CH 2 —N═C=A and is additionally unsubstituted or substituted by one or more C 1 -C 4 alkyl; or R 18a and R 18b are C 6 -C 12 aryl, unsubstituted or substituted once or more than once by halogen, NO 2 , C 1 -C 6 alkyl, C 2 -C 4 alkenyl, OR 11 , —N═C=A, —CH 2 —N═C=A or C(O)OR 18 ; or R 18a and R 18b are C 7 -C 18 arylalkyl; or R 18a and R 18b together are C 8 -C 16 arylcycloalkyl; or R 18a and R 18b independently of one another are Y R or in each case two of the radicals R R with the proviso that R (1) by reaction of an acyl halide of the formula IV in which Ar is as defined above, and X is Cl or Br; with a dimetalated organophosphine of the formula V in which R M in the molar ratio of approximately 1:1; (2) subsequent reaction of the product with a compound of the formula VI or VI′ in which Z X is as defined above; and X′ is —N═C=A, —N═C═N=Z or —CHO; with the proviso that, Z in the molar ratio of approximately 1:1; and, in the case where Z 1 is not a group (v), (w) or C 1 -C 12 alkylthio, and (3) optionally subsequent oxidation or sulfurization of the resulting phosphine compounds.