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Article Dans Une Revue Organic Letters Année : 2023

Fluorinated 2-Azetines: Synthesis, Applications, Biological Tests, and Development of a Catalytic Process

Résumé

An efficient and straightforward phosphine-promoted tandem aza-Michael addition/intramolecular Wittig reaction was developed for the synthesis of polyfunctionalized 2-azetines. After demonstrating that this transformation could be made catalytic in phosphine through in situ reduction of phosphine oxide with phenylsilane, different post-transformation steps have been demonstrated, including an original [2 + 2] photodimerization. Preliminary biological tests highlighted that these fluorinated 1,2-dihydroazete-2,3-dicarboxylates exhibited significant cytotoxicity against the human tumor cell line.
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Dates et versions

hal-04170338 , version 1 (30-10-2023)

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Citer

Romain Losa, Charlotte Lorton, Pascal Retailleau, Jérôme Bignon, Arnaud Voituriez. Fluorinated 2-Azetines: Synthesis, Applications, Biological Tests, and Development of a Catalytic Process. Organic Letters, 2023, 25 (27), pp.5140-5144. ⟨10.1021/acs.orglett.3c01888⟩. ⟨hal-04170338⟩
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