1305252-95-2Relevant academic research and scientific papers
Palladium-catalyzed direct 5-arylation of formyl- or acetyl-halothiophene derivatives
Beydoun, Kassem,Doucet, Henri
experimental part, p. 1749 - 1759 (2011/05/14)
Pd(OAc)2 was found to catalyze the direct arylation of some functionalized halothiophene derivatives allowing the synthesis in only one step of polyfunctionalized arylated thiophenes. In the presence of 2-acetyl-3-chlorothiophene, 2-acetyl-4-chlorothiophene, 2-acetyl-3- bromothiophene diethylacetal or 2-(4-bromothiophen-2-yl)-[1,3]dioxolane, and a variety of aryl bromides, the 5-arylation products were obtained in moderate to high yields employing only 0.5 mol% catalyst. On the other hand, the use of 2-formyl-3-chlorothiophene, 2-acetyl-3-bromothiophene or 2-formyl-3- bromothiophene gave disappointing results.
Cyclopentyl methyl ether: An alternative solvent for palladium-catalyzed direct arylation of heteroaromatics
Beydoun, Kassem,Doucet, Henri
experimental part, p. 526 - 534 (2012/03/09)
Some ethers, such as cyclopentyl methyl ether and di-n-butyl ether, which can be considered as "greener" solvents than N,N-dimethylacetamide (DMAc) or DMF, can be advantageously employed for the palladium-catalyzed direct arylation of heteroaromatics. In the presence of such ethers and only 0.5-1 mol% of palladium catalysts at 125-150°C, the direct 5-arylation of thiazoles, thiophenes, or furans by using aryl bromides as coupling partners proceeds in moderate to high yields.
