Reactions of hydrazoic acid with aromatic compounds in the presence of both trifluoromethanesulphonic acid and trifluoroacetic acid efficiently gave primary arylamines by a concerted process involving nucleophilic attack of the aromatic compound on the conjugate acid of the azide and elimination of N2 from the conjugate acid.
H. Takeuchi, T. Adachi and H. Nishiguchi, J. Chem. Soc., Chem. Commun., 1991, 1524 DOI: 10.1039/C39910001524
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