Copper-mediated Regioselective C–H Cyanation of Phenols with Assistance of Bipyridine-type Bidentate Auxiliary
- 5 October 2021
- journal article
- research article
- Published by The Chemical Society of Japan in Chemistry Letters
- Vol. 50 (10), 1814-1817
- https://doi.org/10.1246/cl.210439
Abstract
A Cu-mediated ortho-selective C–H cyanation of phenols with ethyl cyanoformate as the cyano source has been developed. The key to success is the introduction of 4,4’-di-tert-butyl-2,2’-bipyridine (dtbpy) bidentate auxiliary on the phenol oxygen, which is easily attachable, detachable, and recyclable. The newly developed protocol is tolerated to several carbonyl functional groups, which are incompatible with previous Lewis-acid-promoted cyanation of phenols.Keywords
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