REACTIVITY OF IMINOPHOSPHORANES TOWARDS SOME SYMMETRICAL DICARBONYL DICHLORIDES : SYNTHESES AND MECHANISMS
In situ generated iminophosphoranes 1 react with dicarbonyl dihalides 2a-b and 3a-c to give known or new nitrogen heterocycles.The proposed mechanisms involve elimination of either triphenyl-phosphine oxide or dichlorotriphenylphosphorane depending upon both the iminophosphorane and the dicarbonyl compound.
Nouvelle voie de synthese d'isoidindolones et d'isoquinoleines par condensation d'iminophosphoranes avec l'ortho-phthalaldehyde: reactions, mecanismes et etude structurale
The condensation of various iminophosphoranes with o-phthalaldehyde led directly to N-substituted isoindoline-1-ones and 3-acylisoquinolines.Three different mechanisms, depending on the nature of the iminophosphorane and reaction conditions, are proposed.All the compounds have been fully characterized, particularly by one- and two-dimensional nuclear magnetic resonance spectroscopy.
Aubert, Thierry,Farnier, Michel,Guilard, Roger
p. 842 - 851
(2007/10/02)
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