Miao Maozhong, Jin Mengchao, Chen Panpan, Wang Lei, Zhang Shouzhi, Ren Hongjun
Department of Chemistry , Zhejiang Sci-Tech University , Hangzhou , Zhejiang 310018 , P. R. China.
Org Lett. 2019 Aug 2;21(15):5957-5961. doi: 10.1021/acs.orglett.9b02079. Epub 2019 Jul 12.
The rapid construction of three-dimensional fused carbocycles is a key challenge in synthetic chemistry. Herein, an unprecedented and practical tandem Nazarov/oxidative umpolung 4π-ring closure of readily available 1,2-allenyl aryl ketones mediated by iron(III) chloride has been developed, furnishing a new family of indanone-fused molecular architectures in moderate to excellent yields. The indanone-containing blocks can be efficiently converted to unsymmetrical dibenzo[,]pentalenes. Significantly, divergent synthetic applications have been achieved to provide densely functionalized polycyclic arrays.
快速构建三维稠合碳环是合成化学中的一项关键挑战。在此，已经开发出一种前所未有的且实用的由三氯化铁介导的1,2-烯丙基芳基酮的串联Nazarov/氧化极性反转4π环化反应，以中等至优异的产率提供了一个新的茚满酮稠合分子结构家族。含茚满酮的砌块可以有效地转化为不对称的二苯并[，]戊搭烯。值得注意的是，该反应实现了多种不同的合成应用，以提供高度官能团化的多环阵列。
