ENOLETHERS .21. SYNTHESIS OF 5,5'-DISUBSTITUTED 4,4'-BIPYRIMIDINES

被引：4
|
作者：
EFFENBERGER, F
BARTHELMESS, I
机构：
[1] Institut für Organische Chemie, Universität Stuttgart, Stuttgart, D-70569
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 1995年 / 32卷 / 02期
关键词：
D O I：
10.1002/jhet.5570320239
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1,6-Dialkoxy-3,4-diones 3 are easily accessible by acylation of enol ethers 1 with oxalyl chloride and subsequent elimination of hydrogen chloride using triethylamine. The open-chain 2,5-dimethyl derivative 3b is converted with amidines 4a-c and S-methylisothiourea (4d), respectively, to give 2,2'-disubstituted 5,5'-dimethyl-4,4'-bipyrimidines 5a-d. The dihydrofuran and dihydropyran derivatives 3c and 3d, however, react with benzamidine (4c) in dimethylformamide only in the presence of calcium hydride as condensation agent yielding 5,5'-bis(2-hydroxyethyl)- and 5,5'-bis(3-hydroxypropyl)-2,2'-diphenyl-4,4'-bipyrimidine 6a and b.
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页码：599 / 602
页数：4
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