<i>N</i>-Iodosuccinimide-Initiated Spirocyclopropanation of Styrenes with 1,3-Dicarbonyl Compound for the Synthesis of Spirocyclopropanes
作者:Ping Qian、Bingnan Du、Ruichun Song、Xiaodong Wu、Haibo Mei、Jianlin Han、Yi Pan
DOI:10.1021/acs.joc.6b01163
日期:2016.8.5
Herein is reported an N-iodosuccinimide-initiated spirocyclopropanation reaction of styrenes with 1,3-dicarbonyl compounds in the presence of white LED light. The reaction proceeds via two C–H and two C–I bond cleavage event, along with two C–C bond formation event, and formation of quaternary centers. These reactions could be carried out at room temperature and tolerated a wide range of substrates
本文报道了在白色LED光的存在下,苯乙烯与1,3-二羰基化合物的N-碘代琥珀酰亚胺引发的螺环丙烷化反应。该反应通过两个C–H和两个C–I键断裂事件,两个C–C键形成事件以及四级中心的形成而进行。这些反应可以在室温下进行,并能耐受多种底物,从而获得良好的化学收率。这种发达的自由基反应为螺[2.4]庚烷-4,7-二酮衍生物的制备提供了简便实用的途径。