NHC−Iron-Catalyzed Aerobic Oxidative Aromatic Esterification of Aldehydes using Boronic Acids

NHC−iron complexes prepared in situ very efficiently afforded benzoates via the aerobic oxidative aromatic esterification of aldehydes with boronic acids. This method uses equimolar amounts of both the aldehyde and the boronic acid allowing the preparation of benzoates in yields up to 97%.

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Bibliographic Details
Published inOrganic letters Vol. 12; no. 12; pp. 2686 - 2689
Main Authors Rosa, João N, Reddy, R. Sudarshan, Candeias, Nuno R, Cal, Pedro M. S. D, Gois, Pedro M. P
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 18.06.2010
Amer Chemical Soc
Subjects
Aldehydes - chemistry
Amides - chemical synthesis
Benzoates - chemical synthesis
Boronic Acids - chemistry
Catalysis
Chemistry
Chemistry, Organic
Esterification
Ferrous Compounds - chemistry
Methane - analogs & derivatives
Methane - chemistry
Molecular Structure
Oxidation-Reduction
Physical Sciences
Science & Technology
KETONES
ACYLATION
ZINC-OXIDE
COMPLEXES
ESTERS
ARYLATION
BAEYER-VILLIGER OXIDATION
REACTIVITY
N-HETEROCYCLIC CARBENES
EFFICIENT
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Summary:NHC−iron complexes prepared in situ very efficiently afforded benzoates via the aerobic oxidative aromatic esterification of aldehydes with boronic acids. This method uses equimolar amounts of both the aldehyde and the boronic acid allowing the preparation of benzoates in yields up to 97%.
Bibliography:FCT
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol100302e