主权项 |
1. A process for the preparation of one or more biphenylamides of formula (V) wherein R1 is hydrogen, hydroxyl, fluorine, chlorine, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio or C1-C4-haloalkyl, R2 is C1-C4-alkyl, C6-C10-aryl or C6-C10-aryl-CH2—, and X1 is hydrogen, C1-C4-alkyl, C1-C4-alkoxy, fluorine or chlorine, X2 is hydrogen, C1-C4-alkyl, C1-C4-alkoxy, fluorine or chlorine, X3 is hydrogen, C1-C4-alkyl, C1-C4-alkoxy, fluorine or chlorine,comprising reacting one or more anilides of formula (II) wherein R1 and R2 are each as defined above,in a solvent other than tetrahydrofuran,with an organoboron compound of formula (III) wherein X1, X2 and X3 are each as defined above,and which is selected from one of the following groups consisting of:(I) boronic acids of formula (III) in which
Q is a hydroxyl group, m is 2, p is 1, or the anhydrides, dimers or trimers of these boronic acids;(II) boronic acid derivatives of formula (III) in which
Q is F, Cl, Br, I, C1-C4-alkyl, C6-C10-aryl, C1-C4-alkoxy or C6-C10-aryloxy, m is 2, p is 1;(III) borinic acids of formula (III) in which
Q is OH, F, Cl, Br, I, C1-C4-alkyl, C6-C10-aryl, C1-C4-alkoxy or C6-C10-aryloxy, m is 1, p is 2;(IV) cyclic boronic esters of formula (III) in which
Q is a C2-C3-alkyldioxy radical which, together with the boron atom to which it is bonded, forms a 5- or 6-membered ring optionally substituted by one or more C1-C4-alkyl radicals, m is 2, p is 1;(V) boronates of formula (III) in which
Q is OH, F, Cl, Br, I, C1-C4-alkyl, C1-C4-alkoxy or C6-C10-aryloxy, m is 3, p is 1 and the negative charge of the boronate anion is compensated for by a cation,(VI) triarylboranes of formula (III) in which
m is 0, p is 3;(VII) tetraarylborates of formula (IV) in which
m is 0, p is 4 and the negative charge of the tetraarylborate anion is compensated for by a cation, in the presence of a catalyst system consisting of a ruthenium catalyst, an activator, an oxidizing agent and a metal triflate. |