J. Clayden et al., NICKEL-CATALYZED SUBSTITUTIONS OF ARYL TERT-BUTYL SULFONES WITH ORGANOMETALLIC REAGENTS - SYNTHESIS OF ORTHO-SUBSTITUTED UNSYMMETRICAL BIARYLS, Journal of the Chemical Society. Perkin transactions. I, (1), 1995, pp. 7-14
In the presence of a catalytic amount of a nickel salt, aryl tert-buty
l sulfones react with aryl Grignard reagents to give biaryls. This rea
ction is used in conjunction with the powerful ortho-lithiation-direct
ing ability of aryl tert-butyl sulfonyl groups to make-unsymmetrical o
rtho-substituted biaryls. In certain cases, the substitution of an ary
l alkylsulfonyl group by an organometallic reagent is possible without
a Transition metal catalyst.