An efficacious method for the halogenation of β-dicarbonyl compounds under mildly acidic conditions

Matthew L. Meketa; Yogesh R. Mahajan; Steven M. Weinreb

doi:10.1016/j.tetlet.2005.05.055

An efficacious method for the halogenation of β-dicarbonyl compounds under mildly acidic conditions

Matthew L. Meketa, Yogesh R. Mahajan, Steven M. Weinreb

Chemistry

Research output: Contribution to journal › Article › peer-review

45 Scopus citations

Abstract

A variety of 1,3-diketones, β-ketoesters and malonates can be chlorinated in high yields using sodium hypochlorite in a 5:2 mixture of acetone/acetic acid at 0°C for 1 h. Similarly, bromination of these dicarbonyl substrates can be accomplished under the same conditions using sodium hypobromite.

Original language	English (US)
Pages (from-to)	4749-4751
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	28
DOIs	https://doi.org/10.1016/j.tetlet.2005.05.055
State	Published - Jul 11 2005

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.05.055

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title = "An efficacious method for the halogenation of β-dicarbonyl compounds under mildly acidic conditions",

abstract = "A variety of 1,3-diketones, β-ketoesters and malonates can be chlorinated in high yields using sodium hypochlorite in a 5:2 mixture of acetone/acetic acid at 0°C for 1 h. Similarly, bromination of these dicarbonyl substrates can be accomplished under the same conditions using sodium hypobromite.",

author = "Meketa, {Matthew L.} and Mahajan, {Yogesh R.} and Weinreb, {Steven M.}",

note = "Funding Information: We are grateful to the National Institutes of Health (GM-32299) for financial support of this research.",

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T1 - An efficacious method for the halogenation of β-dicarbonyl compounds under mildly acidic conditions

AU - Meketa, Matthew L.

AU - Mahajan, Yogesh R.

AU - Weinreb, Steven M.

N1 - Funding Information: We are grateful to the National Institutes of Health (GM-32299) for financial support of this research.

PY - 2005/7/11

Y1 - 2005/7/11

N2 - A variety of 1,3-diketones, β-ketoesters and malonates can be chlorinated in high yields using sodium hypochlorite in a 5:2 mixture of acetone/acetic acid at 0°C for 1 h. Similarly, bromination of these dicarbonyl substrates can be accomplished under the same conditions using sodium hypobromite.

AB - A variety of 1,3-diketones, β-ketoesters and malonates can be chlorinated in high yields using sodium hypochlorite in a 5:2 mixture of acetone/acetic acid at 0°C for 1 h. Similarly, bromination of these dicarbonyl substrates can be accomplished under the same conditions using sodium hypobromite.

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DO - 10.1016/j.tetlet.2005.05.055

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SN - 0040-4039

VL - 46

SP - 4749

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 28

ER -

An efficacious method for the halogenation of β-dicarbonyl compounds under mildly acidic conditions

Abstract

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