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Synfacts 2010(6): 0706-0706
DOI: 10.1055/s-0029-1219777
DOI: 10.1055/s-0029-1219777
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Copper-Catalyzed Chlorination of Arylboronic Acids
H. Wu, Jr. J. Hynes *
Bristol-Myers Squibb Company, Princeton, USA
Further Information
Publication History
Publication Date:
20 May 2010 (online)
Significance
The first transition-metal-catalyzed aryl chlorodeboronation using NCS as electrophilic chlorine source has been described. The reaction proceeds under mild conditions tolerating a broad variety of sensitive functionalities. Moreover, the method is highly general and can be efficiently applied to both electron-rich and electron-deficient arylboronic acids. The latter are especially difficult to access with the conventional chlorodeboronation reactions.