Issue 15, 1996
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis of 3-(2,2,2-trifluoroethylidene)-lactams. First examples of 1,3-dipolar cycloaddition with diazomethane and N-methyl-α-phenylnitrone

Jean-Philippe Bouillon,   Zdenek Janousek,   Heinz G. Viehe,   Bernard Tinant  and  Jean-Paul Declercq  

Abstract

The preparation of 3-(2,2,2-trifluoroethylidene)-lactams 7–9 is accomplished by reduction of 3-trifluoroacetyl-substituted lactams 1–3 and subsequent dehydration of trifluoromethylated methanols 4–6. 1,3-Dipolar cycloadditions of compounds 7 with diazomethane and N-methyl-α-phenylnitrone give spirocyclic pyrazoline 11 and isoxazolidine 12. The structure of the latter heterocycle is confirmed by X-ray diffraction analysis and by comparison of 19F and 13C NMR data.

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Article information

DOI
https://doi.org/10.1039/P19960001853
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1996, 1853-1858

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Synthesis of 3-(2,2,2-trifluoroethylidene)-lactams. First examples of 1,3-dipolar cycloaddition with diazomethane and N-methyl-α-phenylnitrone

J. Bouillon, Z. Janousek, H. G. Viehe, B. Tinant and J. Declercq, J. Chem. Soc., Perkin Trans. 1, 1996, 1853 DOI: 10.1039/P19960001853

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