Study on Unexpected Cycloaddition Reactions of Imines with THF

来源 :Chinese Chemical Letters | 被引量 : 0次 | 上传用户:ie286
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An unexpected tricyclic compound 2,3,3a,4,5,9b-hexahydrophenylfuro [3,2-c]quinoline 4 and its aromatized product 6 were obtained when the cycloaddtion of imine 1 and substituted norbornene 2 was carried out in THF with a catalytic amount of boron trifluoride.The structures of the products were determined by spectral data, and the mechanism of reaction was substantiated by the imitation reaction. An unexpected tricyclic compound 2,3,3a, 4,5,9b-hexahydrophenylfuro [3,2-c] quinoline 4 and its aromatized product 6 were obtained when the cycloaddtion of imine 1 and substituted norbornene 2 was carried out in THF with a catalytic amount of boron trifluoride. The structures of the products were determined by spectral data, and the mechanism of reaction was substantiated by the imitation reaction.
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