Copper-Catalyzed Amidation of Aryl Iodides Using KF/Al2O3: An Improved Protocol

Rahman Hosseinzadeh; Mahmood Tajbakhsh; Maryam Mohadjerani; Hamidreza Mehdinejad

doi:10.1055/s-2004-829099

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Synlett 2004(9): 1517-1520
DOI: 10.1055/s-2004-829099

LETTER

Copper-Catalyzed Amidation of Aryl Iodides Using KF/Al₂O₃: An Improved Protocol

Rahman Hosseinzadeh*, Mahmood Tajbakhsh*, Maryam Mohadjerani, Hamidreza Mehdinejad
Faculty of Basic Science, Mazandaran University, Babolsar, Iran
Fax: +98(11252)42002; e-Mail: r.hosseinzadeh@umz.ac.ir;

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Publication History

Received 4 February 2004
Publication Date:
29 June 2004 (online)

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Abstract

A mild method for the copper-catalyzed amidation of aryl iodides is reported. This simple C-N bond forming procedure shows that the combination of air stable CuI and 1,10-phenanthroline in the presence of KF/Al₂O₃ comprises an extremely efficient and general catalyst system for the N-amidation of aryl iodides. Different functionalized aryl iodides were efficiently coupled with amides using this method.

Key words

amidation - aryl iodides - copper iodide - potassium fluoride on alumina - coupling reaction