A convergent radical-based route to biaryls.
A route to biaryl-3-carboxylate esters involving a radical 1,2-aryl migration has been developed. This strategy hinges on the radical addition of xanthate 2 to olefin 1 causing a 1,2-aryl shift leading to alpha,beta-unsaturated ester 5, which is then converted into biaryl 10 by treatment with DBU under microwave heating.
Quiclet-Sire
Béatrice
B
Laboratoire de Synthèse Organique, CNRS UMR 7652, Département de Chimie, Ecole Polytechnique, 91128 Palaiseau, France.
Revol
Guillaume
G
Zard
Samir Z
SZ
D001713:Biphenyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004952:Esters; D008872:Microwaves; D015394:Molecular Structure; D013237:Stereoisomerism
D001713:Biphenyl Compounds; D002264:Carboxylic Acids; D004952:Esters