文献类型：期刊文献

英文题名：One-Pot Synthesis of Spirocyclopenta[a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization

作者：Li, Quanzhe[1,2];Liu, Jiaxin[3];Wei, Yin[3];Shi, Min[1,2,3]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Meilong Rd 130, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Meilong Rd 130, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth,State Key Lab Organometa, 345 Lingling Rd, Shanghai 200032, Peoples R China

年份：2020

卷号：85

期号：4

起止页码：2438

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20200508096140);WOS:【SCI-EXPANDED(收录号:WOS:000516665800059)，CCR-EXPANDED(收录号:WOS:000516665800059)】；

基金：We are grateful for the financial support from the National Basic Research Program of China [(973)-2015CB856603], the Strategic Priority Research Program of the Chinese Academy of Sciences (Grant No. XDB20000000), sioczz201808, the National Natural Science Foundation of China (20672127, 21421091, 21372250, 21121062, 21302203, 21772037, 21772226, 20732008, 21861132014, and 91956115), the Fundamental Research Funds for the Central Universities 222201717003, and the Shenzhen Nobel Prize Scientists Laboratory Project.

语种：英文

外文关键词：Expansion - Polycyclic aromatic hydrocarbons

摘要：A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intra-molecular Friedel-Crafts-type cyclization from propargyl alcohol-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments.