BETA-AMINO KETONES AS KEY INTERMEDIATES IN THE SYNTHESIS OF PYRIDINES - A NOVEL AND EFFICIENT ROUTE TO ANNELATED BIPYRIDINES AND TERPYRIDINES

被引:25
作者
WESTERWELLE, U [1 ]
ESSER, A [1 ]
RISCH, N [1 ]
机构
[1] UNIV BIELEFELD,FAK CHEM,POSTFACH 8640,W-4800 BIELEFELD,GERMANY
关键词
ANNELATED PYRIDINES; PREPARATION FROM MANNICH BASES; 5,6-DIHYDRO-1,10-PHENANTHROLINES, SUBSTITUTED; 4,5-DIAZAFLUORENES, SUBSTITUTED;
D O I
10.1002/cber.19911240324
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The hydrochlorides of beta-amino ketones 1a-e (Mannich bases) are easily obtained starting compounds for a novel synthesis of pyridines. Condensation with the heteroaromatic ketones 8, 9, and 10 yields 5,6-dihydro-1,10-phenanthrolines 3a-d, 13 and 4,5-diazafluorenes 4a-d, which have not yet been described in literature. Symmetrical terpyridines 3e, 4e are formed in a one-step reaction of 8, 9 with dimethylmethylen-ammonium chloride in the presence of an ammonia source.
引用
收藏
页码:571 / 576
页数:6
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