Fluorine-containing heterocumulenes 15. Bis(trifluoromethyl)ketene N-(benzenesulfonyl)imine in reactions with vinyl ethyl ether and phenylacetylene

Del'tsova, D. P.; Gambaryan, N. P.

doi:10.1007/bf00925301

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“…Methods to access azetines through [2+2]-cycloadditions (Fig. 2A) fall into two categories, [2+2]-cycloadditions of imines ( 9 ) and alkynes ( 10 ) to access 2-azetines ( 11 ) 26–28 and [2+2]-cycloadditions of nitriles ( 12 ) and alkenes ( 13 ) to access 1-azetines ( 14 ). 29–31 Cycloadditions relying on imines ( 9 ) and alkynes ( 10 ) have been shown to proceed either under UV light irradiation 26 or metal-mediated conditions.…”

Section: Introductionmentioning

confidence: 99%

New strategies for the synthesis of 1- and 2-azetines and their applications as value-added building blocks

Gatazka

McFee

et al. 2022

Org. Biomol. Chem.

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Section: Introductionmentioning

confidence: 99%

New strategies for the synthesis of 1- and 2-azetines and their applications as value-added building blocks

Gatazka

McFee

et al. 2022

Org. Biomol. Chem.

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

et al. 2023

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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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Fluorine-containing heterocumulenes 15. Bis(trifluoromethyl)ketene N-(benzenesulfonyl)imine in reactions with vinyl ethyl ether and phenylacetylene

Cited by 2 publications

References 1 publication

New strategies for the synthesis of 1- and 2-azetines and their applications as value-added building blocks

New strategies for the synthesis of 1- and 2-azetines and their applications as value-added building blocks

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

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