Practical and efficient synthesis of N-halo compounds

[Display omitted] A practical and efficient synthesis of N-halo compounds is described. Treatment of primary and secondary amines or amides with sodium hypohalite in the presence of tert-butanol and acetic acid afforded N-halo compounds in 90–100% yield.

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Bibliographic Details
Published inTetrahedron letters Vol. 46; no. 7; pp. 1099 - 1101
Main Authors Zhong, Yong-Li, Zhou, Hua, Gauthier, Donald R., Lee, Jaemoon, Askin, David, Dolling, Ulf H., Volante, Ralph P.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 14.02.2005
Elsevier
Subjects
Amide oxidation
Amine oxidation
Chemistry
Chemistry, Organic
N-halogenation
Physical Sciences
Science & Technology
Sodium hypohalite
tert-Butyl hypohalite
tert-Butyl hypohalite
Amine oxidation
Sodium hypohalite
Amide oxidation
N-halogenation
sodium hypohalite
CHLORAMINES
amine oxidation
CYCLIZATIONS
AMINO-ACIDS
tert-butyl hypohalite
CHEMISTRY
amide oxidation
CHLORINATION
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Summary:[Display omitted] A practical and efficient synthesis of N-halo compounds is described. Treatment of primary and secondary amines or amides with sodium hypohalite in the presence of tert-butanol and acetic acid afforded N-halo compounds in 90–100% yield.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2004.12.088