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[3 + 3]-Cycloaddition of Donor–Acceptor Cyclopropanes with Nitrile Imines Generated in Situ: Access to Tetrahydropyridazines

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posted on 2016-02-04, 16:17 authored by Lennart K. B. Garve, Martin Petzold, Peter G. Jones, Daniel B. Werz
Donor–acceptor cyclopropanes are reacted under the influence of a Lewis acid with hydrazonyl chlorides to afford tetrahydropyridazines. Formally, this transformation can be regarded as a [3 + 3]-cycloaddition of three-membered rings and nitrile imines generated in situ. This efficient method provides fast access to a variety of structurally diverse pyridazine derivatives. The structure of a typical product was confirmed by X-ray crystallography.