PROCESSO PARA PRODUÇÃO DE BIARILAS

Biaryls production involves converting halogenated aromatic compound with boronic acid, anhydride, dimer, trimer or derivative of boronic acid, cyclic boronic acid ester, boronate or boric acid in presence of a palladium phosphine complex. The phosphine group is substituted with a branched 3-8 carbo...

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Hauptverfasser: NORBERT LUI, ERIC WILHELMUS PETRUS DAMEN, ALEXANDRE STRAUB, JUERGEN WIESEYER, ULRICH KLOETTSCHEN
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creator NORBERT LUI
ERIC WILHELMUS PETRUS DAMEN
ALEXANDRE STRAUB
JUERGEN WIESEYER
ULRICH KLOETTSCHEN
description Biaryls production involves converting halogenated aromatic compound with boronic acid, anhydride, dimer, trimer or derivative of boronic acid, cyclic boronic acid ester, boronate or boric acid in presence of a palladium phosphine complex. The phosphine group is substituted with a branched 3-8 carbon containing alkyl group. The conversion is carried out in presence of an organic solvent. The biaryl has general formula (I), halogenated aromatic compound has general formula (II), boronic acid has general formula (III), cyclic boronic acid ester has general formula (IV), boronate has general formula (V) and boric acid has general formula (VI). The compounds having general formulae (I-VI). Z : H or oxygen, preferably H; n : 1, 2 or 3, preferably 1; X : F, Cl, 1-4C-alkyl or alkyloxy group, preferably F at 5 position; m : 0, 1, 2, 3, 4 or 5, preferbly 2; Y' : halogen, 1-4C-alkyl, alkoxy, halogenalkoxy or hydroxy group, preferably Cl at 3' and 4' position; Hal : halogen atom, preferably Br; Q 1>,Q 2>hydroxy group, and in derivative of boronic acid Q 1>, Q 2>=F, Cl, Br, I, 1-4C-alkyl, 6-10C-aryl, 1-4C-aIkoxy or 6-10 aryloxy; A : CH 2-CH 2-, -C(CH 3) 2-C(CH 3) 2-, or -CH 2-C(CH 3) 2-CH 2-; and M : cation. [Image] [Image] [Image] [Image] [Image] [Image].
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The phosphine group is substituted with a branched 3-8 carbon containing alkyl group. The conversion is carried out in presence of an organic solvent. The biaryl has general formula (I), halogenated aromatic compound has general formula (II), boronic acid has general formula (III), cyclic boronic acid ester has general formula (IV), boronate has general formula (V) and boric acid has general formula (VI). The compounds having general formulae (I-VI). Z : H or oxygen, preferably H; n : 1, 2 or 3, preferably 1; X : F, Cl, 1-4C-alkyl or alkyloxy group, preferably F at 5 position; m : 0, 1, 2, 3, 4 or 5, preferbly 2; Y' : halogen, 1-4C-alkyl, alkoxy, halogenalkoxy or hydroxy group, preferably Cl at 3' and 4' position; Hal : halogen atom, preferably Br; Q 1&gt;,Q 2&gt;hydroxy group, and in derivative of boronic acid Q 1&gt;, Q 2&gt;=F, Cl, Br, I, 1-4C-alkyl, 6-10C-aryl, 1-4C-aIkoxy or 6-10 aryloxy; A : CH 2-CH 2-, -C(CH 3) 2-C(CH 3) 2-, or -CH 2-C(CH 3) 2-CH 2-; and M : cation. 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The phosphine group is substituted with a branched 3-8 carbon containing alkyl group. The conversion is carried out in presence of an organic solvent. The biaryl has general formula (I), halogenated aromatic compound has general formula (II), boronic acid has general formula (III), cyclic boronic acid ester has general formula (IV), boronate has general formula (V) and boric acid has general formula (VI). The compounds having general formulae (I-VI). Z : H or oxygen, preferably H; n : 1, 2 or 3, preferably 1; X : F, Cl, 1-4C-alkyl or alkyloxy group, preferably F at 5 position; m : 0, 1, 2, 3, 4 or 5, preferbly 2; Y' : halogen, 1-4C-alkyl, alkoxy, halogenalkoxy or hydroxy group, preferably Cl at 3' and 4' position; Hal : halogen atom, preferably Br; Q 1&gt;,Q 2&gt;hydroxy group, and in derivative of boronic acid Q 1&gt;, Q 2&gt;=F, Cl, Br, I, 1-4C-alkyl, 6-10C-aryl, 1-4C-aIkoxy or 6-10 aryloxy; A : CH 2-CH 2-, -C(CH 3) 2-C(CH 3) 2-, or -CH 2-C(CH 3) 2-CH 2-; and M : cation. 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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
title PROCESSO PARA PRODUÇÃO DE BIARILAS
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