The intermediate of "alpha-cyclisation of tertiary amines" as a vinyl-1,3-dipole

De Boeck, B;Viehe, HG.
(1998) Tetrahedron — Vol. 54, n° 3-4, p. 513-520 (1998)

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Authors
  • De Boeck, B
    Author
  • Viehe, HG.
    Author
Abstract
Captodative alpha-cyano-enamines react at room temperature with DMAD via [2+2] cycloaddition and cycloreversion to dienamines 1. These can be isolated or cyclise above 80-130 degrees C. At these temperatures, they can also react as vinyl-1,3-dipoles as shown by cycloaddition to acrylonitrile or N-phenyl-maleimide. (C) 1997 Elsevier Science Ltd. All rights reserved.
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De Boeck, B., & Viehe, HG. (1998). The intermediate of “alpha-cyclisation of tertiary amines” as a vinyl-1,3-dipole. Tetrahedron, 54(3-4), 513-520. https://doi.org/10.1016/S0040-4020(97)10302-7 (Original work published 1998)