Elimination and benzynes

A related example is thegeneration of benzyne from l-bromo-2-fluorobenzene with magnesium in oxacyclopentane (tetrahydrofuran). If the temperature is kept around 0°, 2-fluorophenylmagnesium bromide is formed. At higher temperatures, magnesium halide is eliminated and benzyne results ... 

On heating benzencdiazonium-2-carboxylatc. CO, and N, are eliminated and benzyne is formed. Furan traps the benzyne as cis ... 

When the reaction conditions are such that acetate acts as a base, removing the proton at an ortho position, nitrogen is eliminated and benzyne formed. The o-t-butylanilines are especially good substrates for benzyne formation via the N-nitrosoacetanilide, apparently because the t-butyl group sterically accelerates elimination of nitrogen. ... 

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See also in sourсe #XX -- [ ]

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