Cycloaddition reaction of spiro[2.4]hepta-4,6-dien-1-ylmethanol and PTAD: a new rearrangement

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Senol H. , Bayrak C., Menzek A., Şahin E., Karakus M.

TETRAHEDRON, cilt.72, ss.2587-2592, 2016 (SCI İndekslerine Giren Dergi) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 72
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1016/j.tet.2016.03.094
  • Dergi Adı: TETRAHEDRON
  • Sayfa Sayıları: ss.2587-2592


Reaction of spiro[2.4]hepta-4,6-dien-1-ylmethanol (3) with phenyltriazolinedione (PTAD) gave 4-phenyl-1-[(3aR(S),6S(R))-1a, 2,3a, 6-tetrahydro-1H-cyclopenta[b]cyclopropa[c]furan-6-yl]-1,2,4-triazolidine-3,5-dione (7) via a novel rearrangement. The structure of this rearranged product was determined by spectroscopic methods and by experimentation. Influences of functional groups on the rearrangement and formation of 7 were discussed. (C) 2016 Elsevier Ltd. All rights reserved.