Activated pyrroles from pyridazines: nitrogen extrusion by electroreduction

The bielectronic electrochemical reduction of pyridazines, substituted by electron-withdrawing groups, leads to their corresponding 1,2-dihydro derivatives. Depending on the nature of the ring substitution, these intermediates can either rearrange into 1,4-dihydropyridazine isomers or be further ele...

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Bibliographic Details
Published in:Tetrahedron letters 2000-01, Vol.41 (5), p.647-650
Main Authors: Manh, G.T, Hazard, R, Pradère, J.P, Tallec, A, Raoult, E, Dubreuil, D
Format: Article
Language:English
Subjects:
dihydropyridazine
electrochemical reduction
nitrogen extrusion
pyridazine
pyrrole
ring contraction
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Summary:The bielectronic electrochemical reduction of pyridazines, substituted by electron-withdrawing groups, leads to their corresponding 1,2-dihydro derivatives. Depending on the nature of the ring substitution, these intermediates can either rearrange into 1,4-dihydropyridazine isomers or be further electrochemically reduced into activated pyrroles.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(99)02155-3