A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta‐Arylphenols. Issue 3 (25th June 2015)

• Record Type: Journal Article
• Authors: Luo, Junfei; Preciado, Sara; Araromi, Solomon Olatokunbo; Larrosa, Igor
• Is Part Of: Chemistry, an Asian journal. Volume 11:Issue 3(2016)
• Page Start: 347
• Page End: 350
• Publication Date: 2015-06-25
• Subjects: arylation -- C−H activation -- meta-selective -- phenols -- salicylaldehydes; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.201500506
• Languages: English
• ISSNs: 1861-4728

Abstract

Abstract: A method that allows salicylaldehydes to be efficiently transformed into meta ‐arylated phenol derivatives through a cascade oxidation/arylation/protodecarboxylation sequence is presented. We demonstrate that the aldehyde functional group can be used as a convenient removable directing group to control site selectivity in C−H activation. Aldehydes are easily introduced into the starting materials and the group is readily cleaved after the C−H functionalization event. Abstract : Any weather is PEPPSI weather : A method that allows salicylaldehydes to be efficiently transformed into meta ‐arylated phenol derivatives through a cascade oxidation/arylation/protodecarboxylation sequence is presented. We demonstrate that the aldehyde functional group can be used as a convenient removable directing group to control site selectivity in C−H activation.