Cyclopentyl Methyl Ether: An Alternative Solvent for Palladium-Catalyzed Direct Arylation of Heteroaromatics

Cyclopentyl Methyl Ether: An Alternative Solvent for Palladium-Catalyzed Direct Arylation of Heteroaromatics
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DOI:
10.1002/cssc.201000405
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发表时间:
2011-01-01
期刊:
影响因子:
8.4
通讯作者:
Doucet, Henri
Doucet, Henri
中科院分区:
化学2区
文献类型:
--
作者:
Beydoun, Kassem;Doucet, Henri

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一些醚,如环戊基甲基醚和二正丁基醚,可以被认为是比N,N-二甲基乙酰胺(DMAc)或DMF“更绿色”的溶剂,可以有利地用于钯催化的杂芳族化合物的直接芳基化。在125-150 ℃下,在这种醚和仅0.5- 1mol%钯催化剂的存在下,通过使用芳基溴作为偶联配体,噻唑、噻吩或呋喃的直接5-芳基化以中等至高产率进行。
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 heter-oaromatics. In the presence of such ethers and only 0.5-1 mol% of palladium catalysts at 125-150 degrees C, the direct 5-arylation of thiazoles, thiophenes, or furans by using aryl bromides as coupling partners proceeds in moderate to high yields.