Palladium(II)-catalyzed mono-and bis-alkenylation of N-acetyl-2-aminobiaryls through regioselective C-H bond activation

Pratheepkumar Annamalai, Kou Chi Hsu, Selvam Raju, Huan Chang Hsiao, Chih Wei Chou, Gu Ying Lin, Cheng Ming Hsieh, Pei Ling Chen, Yi Hung Liu, Shih-Ching Chuang*

*Corresponding author for this work

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

We developed palladium-catalyzed oxidative coupling of olefins with N-acyl 2-aminobiaryls through a sequence of ortho C-H bond activation/alkene insertion/reductive elimination. Furthermore, we controlled the selectivity of mono-and bis-alkenylation products with the solvent effect. The developed protocol was promising for a broad substrate scope ranging from activated olefins with a wide variety of functional groups to unactivated olefins.

Original languageEnglish
Pages (from-to)3840-3856
Number of pages17
JournalJournal of Organic Chemistry
Volume83
Issue number7
DOIs
StatePublished - 6 Apr 2018

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    Annamalai, P., Hsu, K. C., Raju, S., Hsiao, H. C., Chou, C. W., Lin, G. Y., Hsieh, C. M., Chen, P. L., Liu, Y. H., & Chuang, S-C. (2018). Palladium(II)-catalyzed mono-and bis-alkenylation of N-acetyl-2-aminobiaryls through regioselective C-H bond activation. Journal of Organic Chemistry, 83(7), 3840-3856. https://doi.org/10.1021/acs.joc.8b00194