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Efficient Copper-Free PdCl₂(PCy₃)₂-Catalyzed Sonogashira Coupling of Aryl Chlorides with Terminal Alkynes

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Chenyi Yi and Ruimao Hua*

Department of Chemistry, Tsinghua University, Innovative Catalysis Program, Key Laboratory of Organic Optoelectronics & Molecular Engineering of Ministry of Education, Beijing 100084, China ruimao@mail.tsinghua.edu.cn

J. Org. Chem., 2006, 71 (6), pp 2535–2537

DOI: 10.1021/jo0525175

Publication Date (Web): February 15, 2006

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

Under copper-free conditions and with Cs₂CO₃ as a base, PdCl₂(PCy₃)₂ showed high catalytic activity for cross-coupling of electron-rich, electron-neutral, and electron-deficient aryl chlorides with a variety of terminal alkynes in DMSO at 100−120 °C affording internal arylated alkynes in good to excellent yields.

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Published In Issue March 17, 2006
Received December 6, 2005

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Efficient Copper-Free PdCl₂(PCy₃)₂-Catalyzed Sonogashira Coupling of Aryl Chlorides with Terminal Alkynes