1774-87-4Relevant academic research and scientific papers
A divergent and selective synthesis of ortho- and para-quinones from phenols
Huang, Zheng,Kwon, Ohhyeon,Esguerra, Kenneth Virgel N.,Lumb, Jean-Philip
, p. 5871 - 5885 (2015/08/04)
Abstract We describe a divergent synthesis of substituted ortho- and para-quinones by catalytic aerobic oxygenation of phenols. Substituted quinones are omnipresent in chemistry and biology, but their synthesis frequently suffers from low efficiency and poor scope. Our methodology employs a catalytic aerobic di-functionalization of phenols to aryloxy-ortho-quinones. Regioselective substitution with an alcohol provides the alkoxy substituted ortho- or para-quinone, while hydrolysis affords the para-hydroxyquinone. These are mild and selective conditions for the synthesis of diversely substituted quinones from readily available phenol starting materials.
