Palladium-Catalyzed Intramolecular Cyclization of Ynamides: Synthesis of 4-Halo-oxazolones
Palladium-Catalyzed Intramolecular Cyclization of Ynamides: Synthesis of 4-Halo-oxazolones
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DOI：
10.1021/acs.joc.5b00071
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发表时间：
2015-04-03
影响因子：
3.6
通讯作者：
Zhu, Hongjun
中科院分区：
文献类型：
--
作者：
Huang, Hai;He, Guangke;Zhu, Hongjun
以Pd（PPh 3）（4）为催化剂，CuCl 2或CuBr 2为催化剂，N-炔基烷氧基氨基甲酸酯为原料，通过分子内环化反应合成了4-卤代恶唑酮。该反应具有良好的功能耐受性，为4-卤代恶唑酮的合成提供了一条新的、高效的、快速的合成路线。所得的4-卤代恶唑酮可作为通过Pd催化的交叉偶联反应制备3，4，5-三取代恶唑酮的潜在前体。
A mild and efficient methodology involving Pd(PPh3)(4)-catalyzed intramolecular cyclization of N-alkynyl alkyloxycarbamates with CuCl2 or CuBr2 for the synthesis of 4-halo-oxazolones was developed. This reaction exhibiting good functional tolerance provided a new, efficient, and rapid synthetic process to 4-halo-oxazolones. The resulting 4-halo-oxazolones can serve as great potential precursors for the 3,4,5-trisubstituted oxazolones via a Pd-catalyzed cross-coupling reaction.