Meta‐Selective C−H Arylation of Aromatic Alcohols with a Readily Attachable and Cleavable Molecular Scaffold. Issue 48 (7th August 2017)

• Record Type: Journal Article
• Authors: Li, Qiankun; Ferreira, Eric M.
• Is Part Of: Chemistry. Volume 23:Issue 48(2017)
• Page Start: 11519
• Page End: 11523
• Publication Date: 2017-08-07
• Subjects: alcohols -- biaryls -- C−H arylation -- molecular scaffold -- palladium; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201703054
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: The first example of meta ‐selective C−H arylations of arene alcohol‐based substrates is described. The strategy involves the combination of the transient norbornene strategy with the quinoline‐based acetal scaffold to achieve the formation of biaryl compounds. Both a two‐step meta ‐arylation/scaffold cleavage process and a total telescoping procedure are described, highlighting the convenient attributes of attachment, removal, and recovery of the acetal scaffold. Moreover, the meta ‐arylated compounds can be further derivatized via ortho ‐selective functionalizations. These processes establish a foundation for catalytic polyfunctionalization of alcohol‐based compounds. Abstract : Getting Meta all the Time : The first example of meta ‐selective C−H arylations of arene alcohol‐based substrates is described. The strategy involves the combination of the transient norbornene strategy with a quinolinyl acetal scaffold to achieve the formation of biaryl compounds. These processes establish a foundation for catalytic polyfunctionalization of alcohol‐based compounds.