Regioselective (Diacetoxyiodo)benzene-Promoted Halocyclization of Unfunctionalized Olefins
Regioselective (Diacetoxyiodo)benzene-Promoted Halocyclization of Unfunctionalized Olefins
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区域选择性（二乙酰氧基碘）苯促进的未官能化烯烃的卤环化
DOI：
10.1021/jo501739j
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发表时间：
2014-11-07
影响因子：
3.6
通讯作者：
Li, Yue-Ming
中科院分区：
文献类型：
--
作者：
Liu, Gong-Qing;Li, Yue-Ming
介绍了一种非官能化烯烃分子内卤环化的无金属方法。（二乙酰氧基碘）苯（PIDA）对非官能化烯烃的卤代酰胺化、卤代醚化和卤代内酯化非常有效。在1.1equiv的PIDA和合适的卤素源的存在下，各种未官能化的烯烃可以以良好至优异的分离产率转化为相应的1，2-双官能环骨架，并且通过由此获得的卤环化产物的亲核取代，可以在温和的条件下以高产率获得生物学感兴趣的化合物的关键中间体。
A metal-free method for intramolecular halocyclization of unfunctionalized olefins was detailed. (Diacetoxyiodo)benzene (PIDA) was very effective for haloamidation, haloetherification, and halolactonization of unfunctionalized olefins. In the presence of 1.1 equiv of PIDA and suitable halogen sources, a variety of unfunctionalized olefins could be converted to the corresponding 1,2-bifunctional cyclic skeletons in good to excellent isolated yields, and key intermediates for biologically interesting compounds could be obtained in high yields under mild conditions via nucleophilic substitution of the thus obtained halocyclization products.