Synthesis of 3-(2,2,2-trifluoroethylidene)-lactams. First examples of 1,3-dipolar cycloaddition with diazomethane and N-methyl-alpha-phenylnitrone
(1996) Royal Society of Chemistry. Journal: Perkin Transactions 1 — n° 15, p. 1853-1858 (1996)
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- 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-alpha-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 F-19 and C-13 NMR data.
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Bouillon, JP., Zanousek, Z., Viehe, HG., Tinant, B., & Declercq, J.-P. (1996). Synthesis of 3-(2,2,2-trifluoroethylidene)-lactams. First examples of 1,3-dipolar cycloaddition with diazomethane and N-methyl-alpha-phenylnitrone. Royal Society of Chemistry. Journal: Perkin Transactions 1, 15, 1853-1858. https://doi.org/10.1039/p19960001853 (Original work published 1996)