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

Spectrochim Acta A Mol Biomol Spectrosc

Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior C. Universitaria, Delegación Apartado Postal 70-213, 04510 Coyoacán, México.

Published: September 2005

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).

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http://dx.doi.org/10.1016/j.saa.2004.10.025DOI Listing

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