CYCLOADDUCTS OF ETHENE WITH 2(1H)-PYRAZINONES FUNCTIONALIZATION AND REDUCTION TO 2,5-DIAZABICYCLO[2.2.2]OCTAN-3-ONES

被引:11
作者
LOOSEN, PK [1 ]
KHORASANI, MF [1 ]
TOPPET, SM [1 ]
HOORNAERT, GJ [1 ]
机构
[1] KATHOLIEKE UNIV LEUVEN,DEPT CHEM,ORGAN SYNTH LAB,CELESTIJNENLAAN 200F,B-3001 LOUVAIN,BELGIUM
关键词
D O I
10.1016/S0040-4020(01)96215-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title compounds 4 were prepared via Diels-Alder reaction of 3,5-dichloro-2(1H)-pyrazinones 1 with ethene, followed by catalytic reduction of the iminochloride group generated in the cycloadducts 2. Substitution of the iminochloride group with various nucleophiles afforded the 6-functionalised analogues of 2. Their reduction can lead to 6-substituted derivatives of compounds 4. One example is given.
引用
收藏
页码:9269 / 9278
页数:10
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