Tetrahedron p. 1643 - 1647 (1980)
Update date:2022-09-26
Topics: NMR spectroscopy Amines aryl groups Reaction Experimental study
Katritzky, Alan R.
Brownlee, Robert T.C.
Musumarra, Giuseppe
The reaction of primary and secondary amines with 2,4,6-triarylpyryliums is shown by C-13 NMR to proceed by fast ring opening to a vinylogous amide; in the case of primary amines this closes slowly to a pyridinium salt. The reaction in DMSO gives the pyridinium salt quantitatively when 2 moles of amines are used, with less amine significant quantities of a diketone intermediate are produced which results in slower conversion.
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