Reaction of aniline with acetic anhydride, pentyl nitrite, and 2,3,4,5-tetraphenylcyclopentadienone, in benzene, gives the corresponding benzyne adduct (32%) while p-chlorobenzoyl nitrite and preformed acetanilide gives the adduct in 50.5% yield.
J. I. G. Cadogan, J. R. Mitchell and J. T. Sharp, J. Chem. Soc. D, 1971, 1 DOI: 10.1039/C29710000001
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