Rearrangement thermique des adduits du tetracyanoethylene de 2H-pyrannes |
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Authors: | Françoise Fournier Suzanne Altenburger-Combrisson Nguyen Kim Cuong Jean-Jacques Basselier |
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Affiliation: | Laboratoire de Chimie Organique Structurale, (E.R.A. 557), 4 Place Jussieu, 75230 Paris-Cedex 05, France |
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Abstract: | The addition of tetracyanotehylene to 2H-pyrans 1 results in a mixture of two isomeric adducts 6. The thermal decomposition of the compounds 6 gives rise to both a small percentage of the retro Diels-Alder, and a new mode of evolution leading to a mixture of furans (E+Z) 7. A detailed interpretation of the 13C spectra of the compounds 7 was established by comparison with the 13C spectra of 2,5-diphenylfuran and trans-stilbene. The structure 7 is confirmed by chemical degradation. |
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