Journal of Fluorine Chemistry p. 335 - 350 (1982)
Update date:2022-09-26
Topics:
Haszeldine, R. N.
Tipping, A. E.
Valentine, R. H.
Reaction of the amines (CF3)2NX (X=Cl, Br) with norbornadiene either in solvent (CH2Cl2) at -78 deg C in the dark or in the vapour phase at 20 deg C in daylight gives a mixture of 3-halogeno-5-(NN-bistrifluoromethylamino)nortricyclene (exo, endo- and exo, exo-isomers) and exo-5-(NN-bistrifluoromethylamino)-anti-7-halogenonorbornene in quantitative yield formed via halonium ion addition to the diene.The reaction of the amine (CF3)2NBr in solvent Me2O or Et2O at -78 deg C in the dark gives the same products in low yield, together with 3-bromo-5-alkoxynortricyclene (exo, endo- and exo, exo-isomers) and the amine (CF3)2NR (R=Me, Et) in high yield.
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