摘要 |
PURPOSE:To efficiently obtain a compound in which a substituted aryl group is introduced into the heterocyclic nucleus without using a carcinogen by condensing a halogen-substituted benzazole compound with an arylboronic acid compound in the presence of a palladium catalyst. CONSTITUTION:A halogen-substituted benzazole compound expressed by formula I [X is NR1 or CR2R3 (R1 to R3 are H, alkyl or aryl); R is H, alkyl or alkylthio; V1 to V4 are H or substituent group (at least one or more are Br)] reacts with an arylboronic acid compound expressed by formula II (V5 to V9 are H or substituent group) in the presence of a palladium catalyst {e.g. tetrakis[triphenylphosphine]palladium} to afford a compound in which a substituted aryl group expressed by formula III is introduced into the heterocyclic nucleus. For example, a compound expressed by formula IV is cited as the compound expressed by formula I and, e.g. a compound expressed by formula V is cited as the compound expressed by formula II. Furthermore, e.g. a compound expressed by formula VI is cited as the compound expressed by formula III. The compound expressed by formula II is useful as an intermediate and a raw material for functional compounds such as a sensitizing coloring matter for photosensitive materials, dye, laser dyes or medicines. |