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4-Bromomethyl-2-chlorooxazole––a versatile oxazole cross-coupling unit for the synthesis of 2,4-disubstituted oxazoles
Tetrahedron Letters ( IF 1.5 ) Pub Date : 3 May 2004 , DOI: 10.1016/j.tetlet.2004.03.083 Gail L. Young , Stephen A. Smith , Richard J.K. Taylor
Tetrahedron Letters ( IF 1.5 ) Pub Date : 3 May 2004 , DOI: 10.1016/j.tetlet.2004.03.083 Gail L. Young , Stephen A. Smith , Richard J.K. Taylor
The synthesis of the novel oxazole building block, 4-bromomethyl-2-chlorooxazole, and its palladium-catalysed cross-coupling reactions to make a range of 2,4-disubstituted oxazoles, is described. Selectivity for the 4-bromomethyl position is observed, with Stille coupling effected in good to excellent yields, or Suzuki coupling in moderate yields, to provide a range of 4-substituted-2-chlorooxazoles. Subsequent coupling at the 2-chloro-position can be achieved through either Stille or Suzuki reactions in excellent yields.
中文翻译:
4-溴甲基-2-氯恶唑–通用的恶唑交叉偶联单元,用于合成2,4-二取代的恶唑
描述了新型恶唑结构单元4-溴甲基-2-氯恶唑的合成及其钯催化的交叉偶联反应,以制得一系列2,4-二取代的恶唑。观察到4-溴甲基位置的选择性,其中斯蒂勒偶联以良好至优异的产率进行,或铃木偶联以中等产率进行,以提供一系列4-取代的2-氯恶唑。可以通过Stille或Suzuki反应以优异的产率实现随后在2-氯位置的偶联。
更新日期:2017-01-31
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
4-溴甲基-2-氯恶唑–通用的恶唑交叉偶联单元,用于合成2,4-二取代的恶唑
描述了新型恶唑结构单元4-溴甲基-2-氯恶唑的合成及其钯催化的交叉偶联反应,以制得一系列2,4-二取代的恶唑。观察到4-溴甲基位置的选择性,其中斯蒂勒偶联以良好至优异的产率进行,或铃木偶联以中等产率进行,以提供一系列4-取代的2-氯恶唑。可以通过Stille或Suzuki反应以优异的产率实现随后在2-氯位置的偶联。