Palladium-catalyzed C(sp2)-H cyanation using tertiary amine derived isocyanide as a cyano source.

Org Lett

State Key Laboratory of Respiratory Disease, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, 190 Kaiyuan Avenue, Guangzhou 510530, China.

Published: September 2012

An unprecedented palladium-catalyzed cyanation of aromatic C-H bonds by using tertiary amine derived isocyanide as a novel cyano source was developed. Cu(TFA)(2) was used as a requisite stoichiometric oxidant. Mechanistic studies suggest that a tertiary carbon cation-based intermediate is involved following the C-N bond breakage.

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Source
http://dx.doi.org/10.1021/ol302372pDOI Listing

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