Practical Method for Transforming Alkynes into α-Diketones

Oxidation of alkynes to α-dicarbonyl derivatives through a convenient one-pot procedure via a Brønsted acid-promoted “hydration” and a DMSO-based oxidation sequence has been achieved in high yields. The scope and limitations of the reaction have also been investigated.

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Bibliographic Details
Published in:Journal of organic chemistry 2006-01, Vol.71 (2), p.826-828
Main Authors: Wan, Zhonghui, Jones, Chauncey D, Mitchell, David, Pu, John Y, Zhang, Tony Y
Format: Article
Language:English
Subjects:
Aliphatic compounds
Alkynes - chemistry
Chemistry
Dimethyl Sulfoxide
Exact sciences and technology
Indicators and Reagents
Ketones - chemical synthesis
Ketones - chemistry
Models, Molecular
Molecular Conformation
Organic chemistry
Oxidation-Reduction
Preparations and properties
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Description
Summary:Oxidation of alkynes to α-dicarbonyl derivatives through a convenient one-pot procedure via a Brønsted acid-promoted “hydration” and a DMSO-based oxidation sequence has been achieved in high yields. The scope and limitations of the reaction have also been investigated.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo051793g