Huang Hai, He Guangke, Zhu Guohao, Zhu Xiaolin, Qiu Shineng, Zhu Hongjun
Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, People's Republic of China.
J Org Chem. 2015 Apr 3;80(7):3480-7. doi: 10.1021/acs.joc.5b00071. Epub 2015 Mar 16.
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.
开发了一种温和高效的方法，该方法涉及用CuCl2或CuBr2使N-炔基烷氧基氨基甲酸酯在Pd(PPh3)4催化下进行分子内环化反应以合成4-卤代恶唑酮。该反应具有良好的官能团耐受性，为4-卤代恶唑酮提供了一种新的、高效且快速的合成方法。通过钯催化的交叉偶联反应，所得的4-卤代恶唑酮可作为3,4,5-三取代恶唑酮的极具潜力的前体。
