Rearrangement of 5-O-prenyl flavones:: a regioselective access to 6-C-(1,1-dimethylallyl)- and 8-C-(3,3-dimethylallyl)-flavones

被引:26
作者
Daskiewicz, JB [1 ]
Bayet, C [1 ]
Barron, D [1 ]
机构
[1] Univ Lyon 1, Lab Prod Nat, F-69622 Villeurbanne, France
关键词
D O I
10.1016/S0040-4039(01)01503-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Regioselective control of the Claisen rearrangement of 7-MEM-5-prenyl chrysin was achieved by microwave irradiation. The nature of the products was influenced by the irradiation power and the type of solvent. Irradiation at 750 W in N,N-diethylaniline specifically yielded the 8-(3,3-dimethylallyl) para-rearranged product while refluxing in N,N-diethylbutylamine gave selective access to the 6-(1,1-dimethylallyl) ortho-rearranged compound. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7241 / 7244
页数:4
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