An unusual involvement of NaIO4 in the acetylation of bisphenol during attempted oxidative acetylation

R1, R2=H, alkyl groups. An unexpected behaviour of compilation of reagent sodium metaperiodate in acetic anhydride for acetylation of bisphenols was observed during attempted oxidative acetylation of bisphenols for the synthesis of a bis-acetoxy cyclohexadienone. The products were characterized by t...

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Bibliographic Details
Published in:Tetrahedron letters 2013-12, Vol.54 (51), p.7053-7055
Main Authors: Singh, Deepak, Deota, Pradeep T.
Format: Article
Language:English
Subjects:
Acetylation
Anhydrides
Bis-cyclohexadienone
Bis-triquinane
Bisphenols
Mathematical analysis
Oxidative acetylation
Sodium
Spectra
Synthesis
Tetrahedrons
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Summary:R1, R2=H, alkyl groups. An unexpected behaviour of compilation of reagent sodium metaperiodate in acetic anhydride for acetylation of bisphenols was observed during attempted oxidative acetylation of bisphenols for the synthesis of a bis-acetoxy cyclohexadienone. The products were characterized by their spectral and analytical data and a probable mechanism for acetylation involving role of NaIO4 is proposed.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.10.072