THE REACTION OF THE DIANION OF BETA-ENAMINOKETONES WITH ELECTROPHILES .6. SYNTHESIS OF GAMMA'-NITRO-BETA-ENAMINOKETONE AND EPSILON-NITRO-BETA-ENAMINOKETONE

被引:12
作者
BARTOLI, G
BOSCO, M
DALPOZZO, R
DENINO, A
PALMIERI, G
机构
[1] UNIV CALABRIA,DIPARTIMENTO CHIM,I-87030 ARCAVACATA,ITALY
[2] DIPARTIMENTO CHIM ORGAN A MANGINI,I-40136 BOLOGNA,ITALY
[3] DIPARTIMENTO SCI CHIM,I-62032 CAMERINO,ITALY
关键词
D O I
10.1016/S0040-4020(01)85548-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha'- And gamma-dianions of acyclic beta-(monoalkylamino)-alpha,beta-unsaturated ketones can attack the double bond of nitroalkenes affording gamma'- and epsilon-nitro-beta-enaminoketones in good to high yields. In contrast to the corresponding 1,3-dicarbonyl dianions, cyclic products from intramolecular Henry reactions are never observed. Quenching the reaction with sulphuric acid epsilon-nitro-beta-enaminoketones are converted in low yields into dihydropyrroles.
引用
收藏
页码:9831 / 9836
页数:6
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