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  • Metal-free direct amination/aromatization of 2-cyclohexenones to iodo-N-arylanilines and N-arylanilines promoted by iodine.

Metal-free direct amination/aromatization of 2-cyclohexenones to iodo-N-arylanilines and N-arylanilines promoted by iodine.

Chemical communications (Cambridge, England) (2012-10-02)
M Teresa Barros, Suvendu S Dey, Christopher D Maycock, Paula Rodrigues
ABSTRACT

An iodine mediated aromatization leading to a one-pot synthesis of iodo-N-arylanilines and N-arylanilines is reported. This highly regioselective aliphatic-aromatic transformation can be performed with various combinations of 2-cyclohexenones and anilines. The presence of a directing group is crucial for achieving high yields.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Cyclohexen-1-one, ≥95%