Practical Iron- and Cobalt-Catalyzed Cross-Coupling Reactions between N-Heterocyclic Halides and Aryl or Heteroaryl Magnesium Reagents
作者:Olesya M. Kuzmina、Andreas K. Steib、Sarah Fernandez、Willy Boudot、John T. Markiewicz、Paul Knochel
DOI:10.1002/chem.201500747
日期:2015.5.26
The reaction scope of iron‐ and cobalt‐catalyzed cross‐couplingreactions in the presence of isoquinoline (quinoline) in the solvent mixture tBuOMe/THF has been further investigated. Various 2‐halogenated pyridine, pyrimidine, and triazine derivatives were arylated under these mild conditions in excellent yields. The presence of isoquinoline allows us to perform Fe‐catalyzed cross‐coupling reactions
Efficient Chromium(II)-Catalyzed Cross-Coupling Reactions between Csp<sup>2</sup> Centers
作者:Andreas K. Steib、Olesya M. Kuzmina、Sarah Fernandez、Dietmar Flubacher、Paul Knochel
DOI:10.1021/ja409076z
日期:2013.10.16
Low-toxicity chromium(II) chloride catalyzes at 25 °C within minutes the coupling reactions of various (hetero)arylmagnesium reagents with N-heterocyclic halides, aromatic halogenated ketones or imines, and alkenyl iodides. Remarkably, much lower amounts of homo-coupling side products are obtained compared to related iron, cobalt, or manganese cross-couplings.
低毒性氯化铬 (II) 在 25 °C 下可在数分钟内催化各种(杂)芳基镁试剂与 N-杂环卤化物、芳族卤代酮或亚胺以及链烯基碘化物的偶联反应。值得注意的是,与相关的铁、钴或锰交叉偶联相比,获得的均偶联副产物的量要少得多。
[EN] ORGANIC COMPOUND, ELECTRONIC COMPONENT. AND ELECTRONIC DEVICE<br/>[FR] COMPOSÉ ORGANIQUE, COMPOSANT ÉLECTRONIQUE ET DISPOSITIF ÉLECTRONIQUE<br/>[ZH] 有机化合物、电子元件和电子装置
Ligand-Accelerated Iron- and Cobalt-Catalyzed Cross-Coupling Reactions between N-Heteroaryl Halides and Aryl Magnesium Reagents
作者:Olesya M. Kuzmina、Andreas K. Steib、John T. Markiewicz、Dietmar Flubacher、Paul Knochel
DOI:10.1002/anie.201210235
日期:2013.4.26
Quinoline and isoquinoline dramatically increase the rate and yield of Fe‐ and Co‐catalyzed cross‐couplingreactions. This new catalytic process extends the scope of such cross‐couplingreactions to include complex functional groups and allows heteroaryl–heteroaryl bond formation to occur.