Rapid and Efficient Pd-Catalyzed Sonogashira Coupling of Aryl Chlorides

An efficient and effective microwave-assisted cross-coupling of terminal alkynes with various aryl chlorides including sterically hindered, electron-rich, electron-neutral, and electron-deficient aryl chloride is developed. It proceeds faster and generally gives good to excellent yields and also can...

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Bibliographic Details
Published in:Journal of organic chemistry 2008-08, Vol.73 (15), p.6037-6040
Main Authors: Huang, He, Liu, Hong, Jiang, Hualiang, Chen, Kaixian
Format: Article
Language:English
Subjects:
Acetylene - chemistry
Alkynes - chemistry
Catalysis
Chemistry
Chlorides - chemistry
Exact sciences and technology
Kinetics and mechanisms
Methylation
Microwaves
Molecular Structure
Noncondensed benzenic compounds
Organic chemistry
Palladium - chemistry
Preparations and properties
Reactivity and mechanisms
Stereoisomerism
Time Factors
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Summary:An efficient and effective microwave-assisted cross-coupling of terminal alkynes with various aryl chlorides including sterically hindered, electron-rich, electron-neutral, and electron-deficient aryl chloride is developed. It proceeds faster and generally gives good to excellent yields and also can be extended successfully to the Suzuki coupling and Buchwald−Hartwig amination, as well as the Heck coupling with inert aryl chlorides. The short reaction times and simple reaction conditions coupling with a broad substrate scope render this method particularly attractive for the efficient preparation of biologically and medicinally interesting molecules.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo800994f