A meta-selective copper-catalyzed C-H bond arylation.
For over a century, chemical transformations of benzene derivatives have been guided by the high selectivity for electrophilic attack at the ortho/para positions in electron-rich substrates and at the meta position in electron-deficient molecules. We have developed a copper-catalyzed arylation reaction that, in contrast, selectively substitutes phenyl electrophiles at the aromatic carbon-hydrogen sites meta to an amido substituent. This previously elusive class of transformation is applicable to a broad range of aromatic compounds.
Phipps
Robert J
RJ
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK.
Gaunt
Matthew J
MJ
D000083:Acetanilides / Q000737:chemistry*; D000813:Anilides / Q000737:chemistry*; D001554:Benzene / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D055598:Chemical Phenomena; D003300:Copper / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D007536:Isomerism; D015394:Molecular Structure; D010084:Oxidation-Reduction
D000083:Acetanilides; D000813:Anilides; D002244:Carbon; D003300:Copper; D006859:Hydrogen; D001554:Benzene; C508827:acetanilide