Reactive arynes, which are readily generated by the reaction of ortho-iodoarylsulfonates with iPrMgCl, undergo the smooth addition of various magnesium nucleophiles like magnesium thiolates, selenides, and amides. In all cases the resulting functionalized aryl magnesium species can be trapped by an electrophile leading to highly functionalized aromatic compounds (see scheme).
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Lin et al. (2005) studied this question.
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