4.8 Article

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

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ORGANIC LETTERS
卷 18, 期 3, 页码 564-567

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03598

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  1. German Research Foundation (DFG)
  2. Fonds der Chemischen Industrie (Dozentenstipendium)
  3. Studienstiftung des deutschen Volkes

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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.

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