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Reaction of N-Sulfinyltrifluoromethanesulfonamide CF3SO2N=S=O with Carbonyl Compounds

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Abstract

N-Sulfinyltrifluoromethanesulfonamide CF3SO2N=S=O reacts with salicylaldehyde, 2-furaldehyde, 2-thiophenecarbaldehyde, 3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde, and 2-phenyl-2H-1,2,3-triazole-4-carbaldehyde to afford the corresponding N-aryl(hetaryl)methylidenetrifluoromethanesulfonamides in high yields. Reactions of the latter with aniline give no adducts at the C=N bond but transamination products. The reaction of trifluoromethanesulfonamide with phenyl isocyanate led to formation of N,N′-diphenylurea instead of expected N-phenyl-N′-(trifluoromethylsulfonyl)urea.

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Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 7, 2005, pp. 1006–1010.

Original Russian Text Copyright © 2005 by Shainyan, Tolstikova.

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Shainyan, B.A., Tolstikova, L.L. Reaction of N-Sulfinyltrifluoromethanesulfonamide CF3SO2N=S=O with Carbonyl Compounds. Russ J Org Chem 41, 984–988 (2005). https://doi.org/10.1007/s11178-005-0281-0

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  • DOI: https://doi.org/10.1007/s11178-005-0281-0

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