Pd-catalyzed synthesis of 9,9-bifluorenylidene derivatives via dual C-H activation of bis-biaryl alkynes

Jian Zhao, Naoki Asao, Yoshinori Yamamoto, Tienan Jin

Research output: Contribution to journalArticlepeer-review

53 Citations (Scopus)

Abstract

We report a novel Pd-catalyzed alkyne-directed dual C-H activation of bis-biaryl alkynes, which produced important and useful products, 9,9-bifluorenylidene (9,9BF) derivatives, in high yields with a broad range of functional group compatibility. The combination of the PdCl2 catalyst with the MnO2 oxidant and PivOH additive is vital for realization of the present catalytic transformation. Mechanistic evidence suggests that this intramolecular arene/alkyne annulation may take place through unusual dual C-H activation followed by annulation with alkynes.

Original languageEnglish
Pages (from-to)9540-9543
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number27
DOIs
Publication statusPublished - 2014 Jul 9

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