MANNICH AND ESCHWEILER-CLARKE REACTION OF 1-BENZYL-1,2,3,4-TETRAHYDROISOQUINOLINES . STUDIES ON SYNTHESES OF HETEROCYCLIC COMPOUNDS .318.

被引:12
作者
KAMETANI, T
NOGUCHI, I
SAITO, K
机构
[1] Pharmaceutical Institute, Tohoku University and Hitachi Chemical Co, Ltd., Sendai
关键词
D O I
10.1002/jhet.5570060616
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. Copyright © 1969 Journal of Heterocyclic Chemistry
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页码:869 / &
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