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A new bis(2,2,2-trifluoroethyl)phosphonate for the synthesis of Z-unsaturated N-methoxy-N-methylamides.

The Journal of organic chemistry (2002-07-20)
Samuel Fortin, Félix Dupont, Pierre Deslongchamps
RÉSUMÉ

The N-methoxy-N-methyl bis(2,2,2-trifluoroethyl)phosphonamide was easily obtained via the Arbuzov reaction with use of commercially available tris(2,2,2-trifluoroethyl)phosphite, 2-bromo-N-methoxy-N-methylacetamide, and KF/alumina. The reaction of bis(2,2,2-trifluoroethyl)phosphonate with several aldehydes demonstrates the versatility of the method, which gives Z-unsaturated amides in good yields.

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Sigma-Aldrich
Tris(2,2,2-trifluoroethyl) phosphite, 99%