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Electrochemical reduction of diheteroaryl-1,2-diketones in the presence of carbonimidoyl dichlorides. First synthesis of 2-arylimino-4,5-di-2-furyl-1,3-dioxoles and (E)-1,2-di-2-furylvinylene bis(N-arylchloroformimidates)

✍ Scribed by Antonio Guirado; Andrés Zapata; Raquel Andreu; Bruno Martiz

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
63 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

Selective cathodic reductions of 2,2%-furil in an aprotic medium, under constant potential, in the presence of equimolecular amounts of N-arylcarbonimidoyl dichlorides provide previously unknown 2-arylimino-4,5-di-2-furyl-1,3-dioxoles in high yields. These compounds were formed accompanied by minor products which were identified as (E)-1,2-di-2-furylvinylene bis(N-arylchloroformimidates), a new class of compound. Similar reductions were applied to 2,2%-pyridil, 2,2%-thenil and bis(pyrrol-2-yl)-1,2-ethanedione. However, arylisocyanides were quantitatively generated by mediated electroreduction of arylcarbonimidoyl dichlorides.

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