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Synfacts 2014; 10(1): 0108
DOI: 10.1055/s-0033-1340381
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Oxidative Esterification of Primary Alcohols with a Pd/Bi/Te Catalyst

Contributor(s):
Yasuhiro Uozumi
,
Takao Osako
Powell AB, Stahl SS * University of Wisconsin–Madison, USA
Aerobic Oxidation of Diverse Primary Alcohols to Methyl Esters with a Readily Accessible Heterogeneous Pd/Bi/Te Catalyst.

Org. Lett. 2013;
15: 5072-5075
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Further Information

Publication History

Publication Date:
13 December 2013 (online)

 
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Key words

palladium on activated charcoal - bismuth - tellurium - aerobic oxidative esterification - primary alcohols

Significance

Palladium on activated charcoal (Pd/C, 5 wt%, purchased from Sigma-Aldrich) in combination with Bi(NO3)3·5H2O and Te catalyzed the aerobic oxidative esterification of primary alcohols to give the corresponding methyl esters in 6–100% yield (32 examples, eq. 1).


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Comment

In the absence of Bi(NO3)3·5H2O and Te, the oxidative esterification of 1-octanol gave methyl octanoate in 16% yield. The catalytic activity of palladium on activated charcoal was superior to that of palladium on carbon and alumina (purchased from Sigma-Aldrich).


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