Organic Chemistry Portal



Mild and regioselective iodination of electron-rich aromatics with N-iodosuccinimide and catalytic trifluoroacetic acid

Anne-Sophie Castanet, Françoise Colobert* and Pierre-Emmanuel Broutin

*Laboratoire de stéréochimie associé au CNRS, URA 7509, Université Louis Pasteur, ECPM, 25 rue Becquerel, 67087, Strasbourg Cedex 2, France, Email:

A.-S. Castanet, F. Colobert, P.-E. Broutin, Tetrahedron Lett., 2002, 43, 5047-5048.

DOI: 10.1016/S0040-4039(02)01010-9


Various methoxy- or methyl-substituted aromatic compounds were regioselectively iodinated with N-iodosuccinimide and a catalytic amount of trifluoroacetic acid with excellent yields under mild conditions and short reaction times.

see article for more examples

active species

Key Words

aromatic iodination, N-iodosuccinimide, trifluoroacetic acid

ID: J72-Y2002-1760