Issue 12, 2010

Palladium catalyzed synthesis of 2-trifluoromethylquinolines through a domino Sonogashira–alkyne carbocyclization process

Abstract

A new, rapid and high-yielding method to prepare 3,4-disubstituted 2-trifluoromethylquinolines by a palladium catalyzed tandem Sonogashira–alkyne carbocyclization of β-trifluoromethyl β-enaminoketones with arynes is described. Moderate to excellent yields have been achieved under mild conditions. This reaction can also be expanded to the non-fluorine containing substrates. The reaction mechanism is also discussed.

Graphical abstract: Palladium catalyzed synthesis of 2-trifluoromethylquinolines through a domino Sonogashira–alkyne carbocyclization process

Supplementary files

Article information

Article type
Communication
Submitted
01 Dec 2009
Accepted
03 Feb 2010
First published
25 Feb 2010

Chem. Commun., 2010,46, 2145-2147

Palladium catalyzed synthesis of 2-trifluoromethylquinolines through a domino Sonogashira–alkyne carbocyclization process

Z. Chen, J. Zhu, H. Xie, S. Li, Y. Wu and Y. Gong, Chem. Commun., 2010, 46, 2145 DOI: 10.1039/B925285A

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