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Synfacts 2014; 10(3): 0325
DOI: 10.1055/s-0033-1340716
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Oxidative Amidation of Primary Alcohols and Amines Using Au/HAP

Contributor(s):
Yasuhiro Uozumi
,
Aya Tazawa
Wang W, Cong Y, * Zhang L, Huang Y, Wang X, Zhang T. Dalian Institute of Chemical Physics, P. R. of China
Aerobic Oxidative Transformation of Primary Alcohols and Amines to Amides Promoted by a Hydroxyapatite-Supported Gold Catalyst in Water.

Tetrahedron Lett. 2014;
55: 124-127
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Publication History

Publication Date:
17 February 2014 (online)

 
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Key words

oxidative amidation - gold nanoparticles - hydroxyapatite

Significance

Gold nanoparticles supported on hydroxyapatite (Au/HAP) catalyzed the oxidative amidation of primary alcohols with amines in the presence of NaOH in water under an oxygen ­atmosphere to afford the corresponding amides in up to 99% yield (34 examples).


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Comment

Kaneda and co-workers previously reported the oxidation of silanes to silanols in water using Au/HAP (Chem. Commun. 2009, 35, 5302). In the oxidative amidation of ethanol with aniline, the catalytic activity of Au/HAP was superior to that of the other supported gold nanoparticles (Au/TiO2: 46% yield; Au/Fe2O3: 42% yield; Au/CeO2: 29% yield; Au/ZnO: 22% yield; Au/HT: 45% yield).


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