Ligand-Boosted Copper Catalysis for Air-Tolerant Methoxylation of (Hetero)aryl Halides With Sodium Methoxide

IF 3.7 2区 化学 Q2 CHEMISTRY, APPLIED Applied Organometallic Chemistry Pub Date : 2024-08-20 DOI:10.1002/aoc.7708
Ke Xu, Shigang Wu, Gang Zou
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Abstract

An air-tolerant, simple yet highly efficient copper-catalyzed methoxylation of (hetero)aryl bromides and some activated chlorides has been developed by using copper(II) chloride/2,2-bipyridine as catalyst precursor. A wide range of (hetero)aryl bromides and electron-deficient chlorides could be efficiently methoxylated in good to excellent yields at 1-mol% catalyst loading albeit showing a functional group compatibility dependent on the electronic properties of aryl ring. Applications of the practical protocol have been demonstrated in multigram synthesis of 3,4,5-trimethoxytoluene.

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配体促进铜催化甲醇钠对(异)芳基卤化物的耐气甲氧基化反应
以氯化铜(II)/2,2-联吡啶为催化剂前体,开发出了一种耐大气、简单而高效的铜催化(杂)芳基溴化物和一些活化氯化物的甲氧基化反应。尽管官能团相容性取决于芳基环的电子特性,但在催化剂负载量为 1 摩尔%的条件下,各种(杂)芳基溴化物和缺电子氯化物都能高效地进行甲氧基化反应,收率从良好到极佳。该实用方案已在 3,4,5-三甲氧基甲苯的多克合成中得到了应用。
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来源期刊
Applied Organometallic Chemistry
Applied Organometallic Chemistry 化学-无机化学与核化学
CiteScore
7.80
自引率
10.30%
发文量
408
审稿时长
2.2 months
期刊介绍: All new compounds should be satisfactorily identified and proof of their structure given according to generally accepted standards. Structural reports, such as papers exclusively dealing with synthesis and characterization, analytical techniques, or X-ray diffraction studies of metal-organic or organometallic compounds will not be considered. The editors reserve the right to refuse without peer review any manuscript that does not comply with the aims and scope of the journal. Applied Organometallic Chemistry publishes Full Papers, Reviews, Mini Reviews and Communications of scientific research in all areas of organometallic and metal-organic chemistry involving main group metals, transition metals, lanthanides and actinides. All contributions should contain an explicit application of novel compounds, for instance in materials science, nano science, catalysis, chemical vapour deposition, metal-mediated organic synthesis, polymers, bio-organometallics, metallo-therapy, metallo-diagnostics and medicine. Reviews of books covering aspects of the fields of focus are also published.
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Issue Information Issue Information One-Pot Multicomponent Synthesis of Substituted 1,6-Naphthyridine Derivatives Employing 4-Aminocumarin The Role of L-Ligands in Silica-Supported Ti Oxo/Imido Heterometathesis Catalysts Cover Image
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