Here we report the first example of the dimerisation of azirines to 2H-imidazoles or 3,5-disubstituted pyridazines from a reaction promoted by FeCl2. An azirine complex with a radical structure is proposed as an intermediate. Cyclopropyl ketones and pyrrolines are isolated when the reaction is carried out in the presence of styrenes.

New cleavage of the azirine ring by single electron transfer: the synthesis of 2H-imidazoles, pyridazines and pyrrolines

AURICCHIO, SERGIO;MALPEZZI, LUCIANA;TRUSCELLO, ADA
2001-01-01

Abstract

Here we report the first example of the dimerisation of azirines to 2H-imidazoles or 3,5-disubstituted pyridazines from a reaction promoted by FeCl2. An azirine complex with a radical structure is proposed as an intermediate. Cyclopropyl ketones and pyrrolines are isolated when the reaction is carried out in the presence of styrenes.
2001
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11311/247632
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