Synthesis of 2,5-Disubstituted 3-Iodofurans via Palladium-Catalyzed Coupling and Iodocyclization of Terminal Alkynes
作者:Zhengwang Chen、Gao Huang、Huanfeng Jiang、Huawen Huang、Xiaoyan Pan
DOI:10.1021/jo1023987
日期:2011.2.18
2,5-Disubstituted 3-iodofurans are readily prepared under very mild reaction conditions by the palladium/copper-catalyzed cross-coupling of (Z)-β-bromoenol acetates and terminal alkynes, followed by iodocyclization. The useful intermediates conjugated enyne acetates are obtained in high yields in the transformation. Aryl- and alkyl-substituted alkynes undergo iodocyclization in good yields. The resulting
通过钯/铜催化的(Z)-β-溴烯醇乙酸酯和末端炔烃的钯/铜催化交叉偶联,然后碘环化,可以在非常温和的反应条件下轻松制备2,5-二取代的3-碘呋喃。在转化中以高收率获得了有用的中间体共轭烯炔乙酸酯。芳基和烷基取代的炔烃以高收率进行碘环化。所得的含碘的呋喃可以容易地加工成2,3,5-三取代的呋喃。