N-Halosuccinimide/SiCl 4 as general, mild and efficient systems for the α-monohalogenation of carbonyl compounds and for benzylic halogenation

Combinations of N-halosuccinimide and tetrachlorosilane in acetonitrile were found to be efficient systems for the selective α-monohalogenation of carbonyl compounds as well as for benzylic halogenation under mild conditions. Combinations of N-halosuccinimide and tetrachlorosilane in acetonitrile we...

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Bibliographic Details
Published inTetrahedron letters Vol. 52; no. 31; pp. 4026 - 4029
Main Authors Salama, Tarek A., Novák, Zoltán
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 2011
Subjects
Aromatic side chains
Carbonyl compounds
Halogenation
N-Halosuccinimide
Tetrachlorosilane
Wohl–Ziegler reaction
Carbonyl compounds
Wohl–Ziegler reaction
Halogenation
Aromatic side chains
Tetrachlorosilane
N-Halosuccinimide
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Summary:Combinations of N-halosuccinimide and tetrachlorosilane in acetonitrile were found to be efficient systems for the selective α-monohalogenation of carbonyl compounds as well as for benzylic halogenation under mild conditions. Combinations of N-halosuccinimide and tetrachlorosilane in acetonitrile were found to be efficient systems for the selective α-monohalogenation of carbonyl compounds as well as for benzylic halogenation under mild conditions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.05.135