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Copper-Catalyzed Trifluoromethylation of Ynones Coupled with Dearomatizing Spirocyclization of Indoles: Access to CF3-Containing Spiro[cyclopentane-1,3'-indole].
Organic Letters ( IF 5.2 ) Pub Date : 2020-03-31 , DOI: 10.1021/acs.orglett.0c01097
Chengwen Li 1 , Li Xue 1 , Jiaxin Zhou 1 , Yilin Zhao 1 , Guifang Han 1 , Jingli Hou 1 , Yuguang Song 1 , Yangping Liu 1
Affiliation  

A one-pot protocol for the Cu(I)-catalyzed difunctionalization of indolyl ynones has been achieved via trifluoromethylation of alkyne followed by dearomatizing spirocyclization of indoles. This cascade process enables constructing diverse CF3-containing spiro[cyclopentane-1,3′-indole] scaffolds in moderate to excellent yields which have challenging quaternary spirocyclic carbon and tetrasubstituted alkenes.

中文翻译:

铜催化的壬酮的三氟甲基化与吲哚的脱芳构环化反应:获得含有CF3的螺环[cyclopentane-1,3'-indole]。

通过炔烃的三氟甲基化,然后使吲哚的螺环脱芳香化,已实现了一锅方案的Cu(I)催化的吲哚基炔酮双官能化。该级联过程能够以中等至优异的产率构建具有挑战性的季螺环碳和四取代的烯烃的多样的含CF 3的螺环[环戊烷-1,3'-吲哚]支架。
更新日期:2020-04-24
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