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

Alan R. Katritzky* and Linghong Xie

*Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA, Email: Katritzkychem.ufl.edu

A. R. Katritzky, L. Xie, Tetrahedron Lett., 1996, 37, 347-350.

DOI: 10.1016/0040-4039(95)02169-8


Abstract

Reaction of nitroarenes with tris(benzotriazol-1-yl)methyl anion followed by treatment with zinc bromide and hydrochloric acid yielded the corresponding p-nitroarylaldehydes in good to excellent yields.

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Key Words

vicarious nucleophilic substitution, formylations


ID: J72-Y1996-650