Syntheses of 4,5-disubstituted Oxazoles via regioselective c-4 bromination
Syntheses of 4,5-disubstituted Oxazoles via regioselective c-4 bromination
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DOI：
10.1021/op700176n
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发表时间：
2007-11-01
影响因子：
3.4
通讯作者：
Zhang, Zhijun
中科院分区：
文献类型：
--
作者：
Li, Bryan;Buzon, Richard A.;Zhang, Zhijun
描述了一种可规模化的、高区域选择性的5-取代恶唑的C-4溴化反应。DMF作为溶剂对提高C-4/C-2溴化率起到了关键作用。所得4-溴恶唑被证明是良好的Suzuki-Miyaura偶联配偶体与芳基硼酸。此外，使用三乙胺的简单方便的方法可以有效地将钯和铁的残留量净化至低于10 ppm。
A scaleable and highly regioselective C-4 bromination of 5-substituted oxazoles is described. The use of DMF as solvent played a critical role in significantly improving the C-4/C-2 bromination ratio. The resulting 4-bromooxazoles were shown to be good Suzuki-Miyaura coupling partners with arylboronic acids. Furthermore, a simple and convenient method that employs triethylamine efficiently purged residual levels of palladium and iron to less than 10 ppm.