甲醛N-叔丁基腙与环状N-酰基三氟酮亚胺的亲核加成反应

Nucleophilic Addition of Formaldehyde N-tert-Butyl Hydrazone to Cyclic N-Acyl Trifluoromethylketimines

在碱作用下通过甲醛N-叔丁基腙与环状N-酰基三氟酮亚胺的亲核加成反应,合成了新型三氟甲基取代偶氮化合物,考察了碱和溶剂对反应收率的影响。在最优条件下,以80%～99%的收率得到了一系列加成产物。此外,在三氟乙酸的作用下对加成产物进行异构化得到了N-叔丁基腙。该研究不仅扩展了腙参与亲核加成反应的类型,并且丰富了含氟化合物的种类,具有重要的理论意义及潜在的应用价值。

In this paper,a base-mediated nucleophilic addition of formaldehyde N-tert-butyl＇hydrazone to cyclic N-acyl trifluoromethylketimines had been developed,thus novel trifluoromethyl-substituted azo compounds were synthesized with this method. The effects of bases and solvents on yield were investigated. Under the optimized reaction conditions, a series of adducts were obtained with 80%-99% yields. In addition, the obtained adducts were transformed into N-tert-butyl hydrazones by a simple TFA-catalyzed isomerization. This research expended the range of nucleophilic addition reaction of hydrazone and the variety of fluorine-containing compounds,which had theoretical significance and potential application.