para-Formylation of nitroarenes via vicarious nucleophilic substitution of hydrogen with tris(benzotriazol-1-yl)methane

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Abstract

Reaction of nitroarenes 1 with tris(benzotriazol-1-yl)methyl 2 anion afforded para-bis(benzotriazol-1-yl)methylated products 3 which, upon treatment with zinc bromide and hydrochloric acid, yielded the corresponding p-nitroarylaldehydes 4 in good yields.

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Katritzky, A. R., & Xie, L. (1996). para-Formylation of nitroarenes via vicarious nucleophilic substitution of hydrogen with tris(benzotriazol-1-yl)methane. Tetrahedron Letters, 37(3), 347–350. https://doi.org/10.1016/0040-4039(95)02169-8

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