摘要 |
Production of polyhalogenated cinnamic acid derivatives (I) involves reacting a diazonium salt (II) with an acrylic acid compound (III) in the presence of a homogeneous palladium catalyst at -5 to +100 deg C. Production of polyhalogenated cinnamic acid derivatives of formula (I) involves reacting a diazonium salt of formula (II) with an acrylic acid compound of formula (III) in the presence of a homogeneous palladium catalyst at -5 to +100 deg C. R<1>-R<4> = H, F, Cl or Br, at least two being other than H; X = OR<5> or NR<6>R<7>; R<5> = H, optionally substituted 1-10C alkyl, optionally substituted phenyl or benzyl; R<6>, R<7> = optionally substituted 1-10C alkyl; R<8> = H, Cl, Br or optionally substituted 1-10C alkyl; A<-> = halide, bisulfate, nitrate, acetate, tetrafluoroborate, sulfate or phosphate. Independent claims are also included for the following: (1) Process for preparing indanone derivatives of formula (IVa), involves hydrogenating compound (I) and cyclizing the product; and (2) Process for preparing indanone derivatives of formula (IVb), involves preparing a compound (IVa) as in (1), halogenating the product if R<8> is hydrogen, and subjecting the product to palladium-catalyzed carbonylation with carbon monoxide and a nucleophile. R<9> = COOH, CONH2 or COOR<10>; and R<10> = 1-4C alkyl.
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