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铃木-宫浦交叉偶联反应并非用于展示新型溶剂性能的有效反应。

Suzuki-Miyaura cross coupling is not an informative reaction to demonstrate the performance of new solvents.

作者信息

Sherwood James

机构信息

Green Chemistry Centre of Excellence, Department of Chemistry, University of York, Heslington, YO10 5DD, UK.

出版信息

Beilstein J Org Chem. 2020 May 13;16:1001-1005. doi: 10.3762/bjoc.16.89. eCollection 2020.

DOI:10.3762/bjoc.16.89
PMID:32509031
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7237806/
Abstract

The development and study of new solvents has become important due to a proliferation of regulations preventing or limiting the use of many conventional solvents. In this work, the suitability of the Suzuki-Miyaura reaction to demonstrate the usefulness of new solvents was evaluated, including Cyrene™, dimethyl isosorbide, ethyl lactate, 2-methyltetrahydrofuran (2-MeTHF), propylene carbonate, and γ-valerolactone (GVL). It was found that the cross coupling is often unaffected by the choice of solvent, and therefore the Suzuki-Miyaura reaction provides limited information regarding the usefulness of any particular solvent for organic synthesis.

摘要

由于大量法规禁止或限制许多传统溶剂的使用,新型溶剂的开发和研究变得至关重要。在这项工作中,评估了铃木-宫浦反应在证明新型溶剂(包括环戊酮™、二甲基异山梨醇、乳酸乙酯、2-甲基四氢呋喃(2-MeTHF)、碳酸丙烯酯和γ-戊内酯(GVL))用途方面的适用性。结果发现,交叉偶联通常不受溶剂选择的影响,因此铃木-宫浦反应对于任何特定溶剂在有机合成中的用途提供的信息有限。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b2a1/7237806/bffefac95719/Beilstein_J_Org_Chem-16-1001-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b2a1/7237806/bffefac95719/Beilstein_J_Org_Chem-16-1001-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b2a1/7237806/bffefac95719/Beilstein_J_Org_Chem-16-1001-g002.jpg

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Avoiding hot-spots in Microwave-assisted Pd/C catalysed reactions by using the biomass derived solvent γ-Valerolactone.
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Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch.利用双功能化学探针探究 Pd(II)阴离子转移反应:一种转金属反应开关。
J Am Chem Soc. 2018 Jan 10;140(1):126-130. doi: 10.1021/jacs.7b11180. Epub 2017 Dec 22.
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