Synthesis of aminoalkylpyrazoles and -isoxazoles from cyclic β-(trifluoroacetyl) enamines

被引:10
|
作者
Nenajdenko, V. G. [1 ]
Pronin, S. V. [1 ]
Balenkova, E. S. [1 ]
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia
关键词
alpha; beta-enones; enamines; pyrazoles; isoxazoles; hydrazines; hydroxylamine; organofluorine compounds; heterocyclization;
D O I
10.1007/s11172-007-0055-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A method for the synthesis of cyclic beta-(trifluoroacetyl) enamines was proposed. Reactions of the latter with hydrazine and hydroxylamine gave pyrazoles and isoxazoles, respectively, containing trifluoromethyl and omega-aminoalkyl fragments. Addition of hydrazine (hydroxylamine) to the above amino enones was regiospecific, the regiochemistry of the heterocyclization of trifluoromethyl ketones being different from that for nonfluorinated analogs.
引用
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页码:336 / 344
页数:9
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