Concepedia

Efficient Copper-Free PdCl<sub>2</sub>(PCy<sub>3</sub>)<sub>2</sub>-Catalyzed Sonogashira Coupling of Aryl Chlorides with Terminal Alkynes

Chenyi Yi, Ruimao Hua

The Journal of Organic Chemistry · 2006 · 169 citations · 6 references

DOI

Concepts

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 degrees C affording internal arylated alkynes in good to excellent yields.

References

6

Efficient Palladium‐Catalyzed Coupling of Aryl Chlorides and Tosylates with Terminal Alkynes: Use of a Copper Cocatalyst Inhibits the Reaction

Dmitri Gelman, Stephen L. Buchwald · Angewandte Chemie International Edition · 2003 · 384 citations

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A Versatile Catalyst for the Sonogashira Coupling of Aryl Chlorides

Axel Köllhofer, Thomas Pullmann, Herbert Plenio · Angewandte Chemie International Edition · 2003 · 192 citations

, , +13

A Route to the Thapsigargins from (<i>S</i>)‐Carvone Providing a Substrate‐Controlled Total Synthesis of Trilobolide, Nortrilobolide, and Thapsivillosin F

Steven F. Oliver, Klemens Högenauer, Oliver Simić et al. · Angewandte Chemie International Edition · 2003 · 120 citations

, , +9

Dynamic Kinetic Resolution of α,β‐Unsaturated Lactones through Asymmetric Copper‐Catalyzed Conjugate Reduction: Application to the Total Synthesis of Eupomatilone‐3

Matthew P. Rainka, Jacqueline E. Milne, Stephen L. Buchwald · Angewandte Chemie International Edition · 2005 · 86 citations

, , +13

Dynamic Kinetic Resolution of α,β‐Unsaturated Lactones through Asymmetric Copper‐Catalyzed Conjugate Reduction: Application to the Total Synthesis of Eupomatilone‐3

Matthew P. Rainka, Jacqueline E. Milne, Stephen L. Buchwald · Angewandte Chemie · 2005 · 68 citations · Full text

, , +13