Mannich and eschweiler??clarke reaction of 1??benzyl??1, 2, 3, 4??tetrahydroisoquinolines. Studies on the syntheses of heterocyclic compounds. Part CCCXVIII

T Kametani, I Noguchi, K Saito

Index: Kametani,T. et al. Journal of Heterocyclic Chemistry, 1969 , vol. 6, p. 869 - 873

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Citation Number: 8

Abstract

Abstract Modified Mannich reactions of a number of 1-benzyl-1, 2, 3, 4- tetrahydroisoquinolines (Ia-Ie) were attempted to afford the corresponding protoberberine derivatives (IIa-IIe) in good yield. Treatment of both If and Ig with formalin under a variety of Mannich or Eschweiler-Clarke conditions did not give the expected protoberberine derivatives IIf and IIg, but afforded the N-methyl derivatives (VIIa) and (VIIb), respectively.