Journal of Chemistry (Jan 2013)

Schmidt Reaction of E-3-Benzylidenechromanones and E-3-Benzylidenethiochromanones

  • Tapas K. Mandal,
  • Rammohan Pal,
  • Rina Mondal,
  • Sankar P. Dey,
  • Asok K. Mallik

DOI
https://doi.org/10.1155/2013/392128
Journal volume & issue
Vol. 2013

Abstract

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On treatment with NaN3/c. H2SO4-HOAc or NaN3/TFA, E-3-benzylidenechromanones are mostly converted to E-β-aminobenzylidenechromanones while E-3-benzylidenethiochromanones are converted to 3-benzoylthiochromones. A structurally new type of product has been isolated for the reaction of E-3-benzylidene-4′-methoxychromanone with NaN3/TFA. Mechanistic paths have been suggested for formation of the products.