Practical Iron-Catalyzed Allylations of Aryl Grignard Reagents

被引:71
|
作者
Mayer, Matthias [1 ]
Czaplik, Waldemar M. [1 ]
Jacobi von Wangelin, Axel [1 ]
机构
[1] Univ Cologne, Dept Chem, D-50939 Cologne, Germany
关键词
allylic substitution; aryl halides; cross-coupling; Grignard reaction; iron; CROSS-COUPLING REACTIONS; ALLYLIC AMINATION; ALKYL-HALIDES; ZINC REAGENTS; COMPLEXES; SUBSTITUTION; ACETATES; ISOMERIZATION; CARBONATES; MECHANISM;
D O I
10.1002/adsc.201000228
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An operationally simple iron-catalyzed reductive cross-coupling reaction between aryl halides and allyl electrophiles has been developed. The underlying domino process exhibits high versatility with respect to the allylic leaving group (acetate, tosylate, diethyl phosphate, methyl carbonate, trime-thylsilanolate, methanethiolate, chloride, bromide) and high economic and environmental sustainability with respect to the catalyst system (0.2-5 mol% tris(acetylacetonato) iron(III), ligand-free) and reaction conditions (tetrahydrofuran, 0 degrees C, 45 min).
引用
收藏
页码:2147 / 2152
页数:6
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