Tetrahedron

The reaction of cyclic imines with the Ruppert–Prakash reagent. Facile approach to α-trifluoromethylated nornicotine, anabazine, and homoanabazine

…, K Vlasov, VG Nenajdenko, GV Röschenthaler

Index: Shevchenko, Nikolay E.; Vlasov, Katja; Nenajdenko, Valentine G.; Roeschenthaler, Gerd-Volker Tetrahedron, 2011 , vol. 67, # 1 p. 69 - 74

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Citation Number: 24

Abstract

We have demonstrated that the Ruppert–Prakash reagent is able to react with a number of cyclic imines under acidic condition to afford the corresponding α-trifluoromethyl derivatives of nitrogen heterocycles. 5–7-Membered cyclic imines bearing various alkyl, aryl or heterocyclic group were successfully involved in this transformation. Novel trifluoromethylated analogues of nicotine, anabasine, and homoanabasine alkaloids were ...