Coming of Age: Sustainable Iron-Catalyzed Cross-Coupling Reactions

被引:525
|
作者
Czaplik, Waldemar Maximilian [1 ]
Mayer, Matthias [1 ]
Cvengros, Jan [2 ]
Jacobi von Wangelin, Axel [1 ]
机构
[1] Univ Cologne, Dept Chem, D-50939 Cologne, Germany
[2] ETH, Swiss Fed Inst Technol, Dept Chem & Appl Biosci, CH-8093 Zurich, Switzerland
关键词
homogeneous catalysis; cross-coupling; Grignard reaction; iron; transition metals; SECONDARY ALKYL-HALIDES; ARYL GRIGNARD-REAGENTS; EFFICIENT SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; NUCLEOPHILIC-SUBSTITUTION; ALLYLIC PHOSPHATES; ALKENYL SULFIDES; METAL CATALYSIS; ACID-CHLORIDES; KETONES;
D O I
10.1002/cssc.200900055
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iron-catalyzed carbon-carbon bond-forming reactions have matured to an indispensable class of reactions in organic synthesis. The advent of economically and ecologically attractive iron catalysts in the past years has stepped up the competition with the established palladium and nickel catalyst systems that have dominated the field for more than 30 years, but suffer from high costs, toxicity, and sometimes low reactivity. Ironcatalyzed protocols do not merely benefit from economic advantages but entertain a rich manifold of reactivity patterns and tolerate various functional groups. The past years have witnessed a rapid development with ever-more-efficient protocols for the cross-coupling between alkyl, alkenyl, alkynyl, aryl, and acyl moieties becoming available to organic chemists. This Review intends to shed light onto the versatility that iron-catalyzed cross-coupling reactions offer, summarize major achievements, and clear the way for further use of such superior methodologies in the synthesis of fine chemicals, bioactive molecules, and materials. © 2009 Wiley-VCH Verlag GmbH& Co. KGaA, Weinheim.
引用
收藏
页码:396 / 417
页数:22
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