NEW EFFICIENT AND FLEXIBLE SYNTHESIS OF POLYSUBSTITUTED PYRROLES

被引:12
|
作者
ENDERS, D
HAN, SH
MAASSEN, R
机构
关键词
D O I
10.1016/0040-4039(95)01717-V
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Lewis acid mediated reaction of readily available 2-acetoxypropanal-N,N-dimethylhydrazone 1 with various open chain and cyclic silyl enol ethers 2 leads directly or via 4-oxoaldehyde-N,N-dimethylhydrazones 3 to N-(dimethylamino)-pyrroles 4. The subsequent reductive N-N bond cleavage provides an efficient and flexible method for the preparation of alkyl-aryl-di- and trisubstituted pyrroles 5.
引用
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页码:8007 / 8010
页数:4
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