Catalytic SN2'-selective substitution of allylic chlorides with arylboronic esters.
A copper-catalyzed S(N)2'-selective arylation of allylic chlorides has been achieved using arylboronic esters as nucleophiles. Arylation products were obtained in high yield with a variety of allylic chlorides and arylboronic esters in the presence of a wide range of functional groups. A mechanism is proposed on the basis of the results of stoichiometric experiments and the isolation of the proposed intermediate.
Whittaker
Aaron M
AM
Department of Chemistry, University of Washington, Seattle, Washington 98195, USA.
Rucker
Richard P
RP
Lalic
Gojko
G