ENAMINONES IN THE MANNICH REACTION .2. FURTHER INVESTIGATIONS OF INTERNAL MANNICH REACTIONS

被引:24
作者
CHAABAN, I [1 ]
GREENHILL, JV [1 ]
AKHTAR, P [1 ]
机构
[1] UNIV BRADFORD,SCH PHARM,BRADFORD BD7 1DP,W YORKSHIRE,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 06期
关键词
D O I
10.1039/p19790001593
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of two 3-aminocyclohex-2-enones with formaldehyde have been investigated in detail. The course of each reaction has been followed by u.v. spectroscopy and the conclusions confirmed by chromatography. The gem-dimethyl group of the dimedone derivative directs the reaction to give exclusively the spiran formed by an internal Mannich reaction, but the unsubstituted cyclohexanedione enaminone gives mixtures of spiran and acridinedione derivatives. The results are rationalised on the basis of the different rates of hydrolysis of the enaminones.
引用
收藏
页码:1593 / 1596
页数:4
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