Palladium-catalyzed butoxycarbonylation of (hetero)aryl multibromides-a practical method for the preparation of aryl carboxylate and carboxylic acid

The palladium-catalyzed alkoxycarbonylation of (N-hetero)aryl multibromides were investigated systematically. The results show that cheap and readily available in-situ Pd(OAc)2/rac-BINAP catalyst can catalyze butoxycarbonylation of various (N-hetero)aryl multibromides efficiently, and obtain esters with moderate to high yield (59-94% yield). from which, two new compounds (4,4ꞌ-dibutoxycarbonyl-1,1ꞌ-bi-2-naphthol and Di-n-butyl [2,2'-bipyrimidine]-5,5'-dicarboxylate were first reported in this work. In addition, the gram scale preparation of carboxylate and carboxylic acids have be done successful by butoxycarbonylation and hydrolysis reaction. which indicated that the wide scope of substrates and practical applications of the Pd(OAc)2/rac-BINAP catalytic system. Moreover, these carboxylic acids and carboxylate can be used as ligands or structural units to construct MOFs, metal complexes, and COFs etc.