CYCLIC GUANIDINES .4. INTRAMOLECULAR NUCLEOPHILIC AROMATIC-SUBSTITUTION OF HYDROGEN IN (3-NITROPHENYL)GUANIDINES

被引:0
|
作者
ESSER, F [1 ]
POOK, KH [1 ]
机构
[1] BOEHRINGER INGELHEIM KG,DEPT ANALYT CHEM,W-6507 INGELHEIM,GERMANY
来源
SYNTHESIS-STUTTGART | 1992年 / 06期
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclization of substituted (3-nitrophenyl)guanidines is achieved in basic medium by nucleophilic displacement of hydrogen. The reaction offers a new route to benzimidazoles as well as to tricyclic imidazo-, pyrimido- and diazepino-benzimidazoles with uncommon substitution patterns. The mechanism of the redox process is investigated and the regioselectivity is discussed in terms of substrate structure and reaction conditions. An outline is given on the scope of the ring closure.
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页码:596 / 601
页数:6
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