Abstract
Reactions of tetrafluorobenzyne with NN-dimethylarylamines lead to mixtures of products. When the aryne is generated from a Grignard reagent the isolated products are those derived from attack on the arene residue and have been characterised as derivatives of 1,4-dihydro-1,4-ethenonaphthalene and benzocyclo-octene. Two additional products identified in reactions with pentafluorophenyl-lithium are derived from a betaine either by immediate charge neutralisation or by ylide formation followed by a Stevens rearrangement in which aryl migration occurs.
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