Three-component Pd/Cu-catalyzed cascade reactions of cyclic iodoniums, alkynes, and boronic acids: An approach to methylidenefluorenes

Daqian Zhu, Yongcheng Wu, Baojian Wu, Bingling Luo, A. Ganesan, Fu-hai Wu, Rongbiao Pi, Peng Huang, Shijun Wen

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69 Citations (Scopus)

Abstract

Linear diaryliodonium salts are widely used as arylating reagents for C–C and C–X bond formation. Meanwhile, synthetic applications of cyclic iodoniums are relatively rare although they offer the opportunity to set up reaction cascades. We demonstrate an atom and step economical three-component reaction involving cyclic diphenyleneiodoniums, alkynes, and boronic acids, resulting in the construction of methylidenefluorenes in a single operation. Our route enables facile access to both symmetrical and unsymmetrical methylidenefluorene derivatives, compounds that have attracted interest due to their optical properties.
Original languageEnglish
Pages (from-to)2350-2353
Number of pages4
JournalOrganic Letters
Volume16
Issue number9
DOIs
Publication statusPublished - 2 May 2014

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