Molybdenum(VI) Dichloride Dioxide Catalyzed Conversion of β-Hydroxy­carbonyls into α-Bromo 1,3-Dicarbonyls by N-Bromosuccinimide

Kandasamy Jeyakumar, Dillip Kumar Chand*

*Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, India, Email: dillipiitm.ac.in

K. Jeyakumar, D. K. Chand, Synthesis, 2009, 306-310.

DOI: 10.1055/s-0028-1083273

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Abstract

An efficient one-pot transformation of β-hydroxycarbonyl compounds to α-brominated 1,3-dicarbonyl compounds is achieved with MoO₂Cl₂ in the presence of N-bromosuccinimide. All the reactions were carried out under mild conditions and provide good yields. No bromination occurs at benzylic and allylic positions.

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Key Words

β-hydroxycarbonyl compounds, oxidation, bromination, molybdenum, N-bromosuccinimide

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ID: J66-Y2009-0330