An N-heterocyclic carbene-based nickel catalyst for the Kumada-Tamao-Corriu coupling of aryl bromides and tertiary alkyl Grignard reagents

An N-heterocyclic carbene-based nickel catalyst for the Kumada-Tamao-Corriu coupling of aryl bromides and tertiary alkyl Grignard reagents
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DOI:
10.1016/j.tetlet.2016.06.042
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发表时间:
2016-07-27
影响因子:
1.8
通讯作者:
Ishizuka, Tadao
Ishizuka, Tadao
中科院分区:
化学4区
文献类型:
--
作者:
Ando, Shin;Mawatari, Mai;Ishizuka, Tadao

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在本研究中,发展了镍催化芳基卤化物与叔烷基格氏试剂的偶联反应。我们原来的双环NHC配体减少了异构化产物的形成,我们发现NMP作为共溶剂抑制了还原过程。在优化的反应条件下,催化剂负载量降至0.5mol%,邻位取代芳基溴化物的负载量在2.0mol%时也是适用的。(C)2016爱思唯尔有限公司。保留所有权利。
In this study, nickel-catalyzed coupling reactions between arylhalides and tert-alkyl Grignard reagents were developed. Our original bicyclic NHC ligands reduced the formation of isomerized products, and we found that NMP as a co-solvent suppressed the reduction process. Under the optimal conditions we developed, the catalyst loading was lowered to 0.5 mol %, and catalyst loading using ortho-substituted aryl bromides was also applicable at the level of 2.0 mol %. (C) 2016 Elsevier Ltd. All rights reserved.