| abstract |
Process for the preparation of 4-substituted 2-alkyl- and 2-alkoxybiphenyls of the formula (I), DOLLAR F1 in which the substituents X, R and R · 1, · to R · 5 '· have the following meaning: DOLLAR AX stands for NH¶2¶, NHAc, NH (C = O) R · 1 · with R · 1 · = straight-chain or branched C¶1¶ to C¶8¶ alkyl, fluorine, chlorine, bromine, iodine, N¶2 ¶H¶3¶ or cyanide, DOLLAR AR stands for straight-chain or branched C¶1¶ to C¶8¶ alkyl or C¶1¶ to C¶5¶ alkoxy and DOLLAR AR · 1 '· to R · 5 '· independently of one another stand for H, CH¶3¶, straight-chain or branched C¶1¶ to C¶8¶ alkyl, F, CI, CN, NO¶2¶, CHO, COOH, CH¶2¶OH , C (= O) CH¶3¶, C¶1¶ to C¶5¶ alkoxy, DOLLAR A by reacting phenylboronic acids of the formula (II) with 4-bromo or 4-iodoalkyl or alkoxyanilines or anilides of the formula (III) to compounds of the formula (IV), DOLLAR F2 where R · 2 · hydrogen, formyl or acyl with 1 to 5 C atoms (C (= O) -C¶n¶H¶2n + 1¶) DOLLAR A (n = 1-5) means and DO LLAR A R · '' · represents H, C¶1¶-C¶8¶-alkyl or B (OR '') ¶2¶ is a boronic anhydride radical; DOLLAR A, optionally followed by deacylation to (V) and subsequent diazotization to give compounds of the formula (VI) and reaction with a nucleophile X, a Cu salt according to Sandemeyer or a reducing agent to give 4-substituted 2-alkyl- and 2-alkoxybiphenyls of the formula ( I) DOLLAR F3 |