Synfacts 2010(6): 0706-0706  
DOI: 10.1055/s-0029-1219777
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed Chlorination of Arylboronic Acids

Contributor(s): Paul Knochel, Tobias Thaler
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.