Electrochemical reduction of substituted pyridazines: a new access to activated pyrroles

Autor: J.-P. Pradere, G. T. Manh, R. Hazard, Didier Dubreuil, M. Thiam, Loïc Toupet, André Tallec
Rok vydání: 2002
Předmět:
Zdroj: Electrochimica Acta. 47:2833-2841
ISSN: 0013-4686
DOI: 10.1016/s0013-4686(02)00172-x
Popis: The electrochemical two electron reduction of pyridazines, substituted by electron withdrawing groups, primarily lead to their corresponding 1,2-dihydro-derivatives. Depending on the nature of the ring substitution, these intermediates can either rearrange into 1,4-dihydro-pyridazines, or undergo electrochemical reduction to give rise to activated pyrroles by a ring contraction reaction with extrusion of nitrogen. Another way of access to the latter has been achieved by a disproportionation reaction of 1,2-dihydro-pyridazines, leading directly to the expected pyrroles and recovery of 50% of pyridazines.
Databáze: OpenAIRE