Synthesis, proton and 13C NMR and reaction mechanism studies of novel isoindolones derivatives, obtained through TAWERS procedure

A series of novel isoindolone derivatives ( 13– 18) were prepared in goods yields by applying the TAWERS methodology. A general approach for formation of isoindolones from the aza-Wittig reaction of iminophosphoranes with dialdehydes under neutral and mild conditions was realized. Using 1D NMR a [ 1...

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Bibliographic Details
Published in:Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Molecular and biomolecular spectroscopy, 2005-09, Vol.61 (11), p.2788-2795
Main Authors: Corona, David, Díaz, Eduardo, Guzmán, Ángel, Jankowski, Christophe K.
Format: Article
Language:English
Subjects:
13C and NOESY NMR
[1,3]hidride rearrangement
Indoles - chemical synthesis
Indoles - chemistry
Isomerism
Magnetic Resonance Spectroscopy
Molecular Structure
Protons
TAWERS procedure
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Summary:A series of novel isoindolone derivatives ( 13– 18) were prepared in goods yields by applying the TAWERS methodology. A general approach for formation of isoindolones from the aza-Wittig reaction of iminophosphoranes with dialdehydes under neutral and mild conditions was realized. Using 1D NMR a [ 1, 3]-hydride migration was detected. The assignment of the structures and conformation behavior of the derivatives was achieved using 1D and 2D NMR (NOESY, DEPT, HMQC, and HMBC).
ISSN:1386-1425
DOI:10.1016/j.saa.2004.10.025