Potassium Trimethylsilanolate Enables Rapid, Homogeneous Suzuki-Miyaura Cross-Coupling of Boronic Esters

Delaney Connor P.; Kassel Vincent M.; Denmark Scott E.

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Potassium Trimethylsilanolate Enables Rapid, Homogeneous Suzuki-Miyaura Cross-Coupling of Boronic Esters

机译：三甲基硅烷酸钾可以快速，均匀的铃木式乳房交叉耦合

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Herein, a mild and operationally simple method for the Suzuki-Miyaura cross-coupling of boronic esters is described. Central to this advance is the use of the organic-soluble base, potassium trimethylsilanolate, which allows for a homogeneous, anhydrous cross coupling. The coupling proceeds at a rapid rate, often furnishing products in quantitative yield in less than 5 min. By applying this method, a >10-fold decrease in reaction time was observed for three published reactions which required >48 h to reach satisfactory conversion.

机译：在此，描述了一种温和的和操作简单的硼态酯交叉耦合的方法。迄今为止的核心是使用有机可溶性碱，三甲基硅烷酸钾，其允许均匀的无水交叉耦合。耦合以快速速率进行，通常在少于5分钟的定量产率上提供产品。通过施加该方法，观察到反应时间的> 10倍降低，三种公开的反应> 48小时以达到令人满意的转化。

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《ACS catalysis》 |2020年第1期|共8页
作者
Delaney Connor P.; Kassel Vincent M.; Denmark Scott E.;
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作者单位

Univ Illinois Roger Adams Lab 600 South Matthews Ave Urbana IL 61801 USA;

Univ Illinois Roger Adams Lab 600 South Matthews Ave Urbana IL 61801 USA;

Univ Illinois Roger Adams Lab 600 South Matthews Ave Urbana IL 61801 USA;

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原文格式 PDF
正文语种 eng
中图分类物理化学（理论化学）、化学物理学;
关键词
cross-coupling; Suzuki-Miyaura reaction; homogeneous catalysis; synthetic methods; palladium;

机译：交叉偶联;铃木 - 宫留反应;均匀催化;合成方法;钯;

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1. Potassium Trimethylsilanolate Enables Rapid, Homogeneous Suzuki-Miyaura Cross-Coupling of Boronic Esters [J] . Delaney Connor P., Kassel Vincent M., Denmark Scott E. ACS catalysis . 2020,第1期

机译：三甲基硅烷酸钾可以快速，均匀的铃木式乳房交叉耦合
2. Rational Design of an Iron-Based Catalyst for Suzuki-Miyaura Cross-Couplings Involving Heteroaromatic Boronic Esters and Tertiary Alkyl Electrophiles [J] . Crockett Michael P., Wong Alexander S., Li Bo, Angewandte Chemie . 2020,第13期

机译：用于杂芳族硼酸盐酯和叔烷基电子型舒氏霉素交叉联轴器的铁基催化剂的合理设计
3. Speciation Control During Suzuki-Miyaura Cross-Coupling of Haloaryl and Haloalkenyl MIDA Boronic Esters [J] . Fyfe James W. B., Valverde Elena, Seath Ciaran P., Chemistry: A European journal . 2015,第24期

机译：卤代芳基和卤代烯基MIDA硼酸酯在铃木-宫浦交叉偶联过程中的形态控制
4. Solvent Assisted Room Temperature Synthesis of Magnetically Retrievable and Reusable Dipeptide Stabilized Nanocrystals for Suzuki-Miyaura Cross-Coupling [C] . Rajib Sarkar, Supriya Sasmal, Debasish Podder International Conference on Polymer-Solvent Complexes and Intercalates . 2016

机译：溶剂辅助室温合成磁性可检索和可重复使用的二肽稳定的纳米晶体，用于铃木宫系交叉耦合
5. Chemoselective Suzuki-Miyaura cross-coupling of di and tri boronic ester substrates. [D] . Anderson, Samantha Lynn. 2015

机译：二硼酸酯和三硼酸酯底物的化学选择性Suzuki-Miyaura交叉偶联。
6. Axial shielding of Pd(II) complexes enables perfect stereoretention in Suzuki-Miyaura cross-coupling of Csp3 boronic acids [O] . Jonathan W. Lehmann, Ian T. Crouch, Daniel J. Blair, -1

机译：轴向屏蔽Pd（II）配合物可在Csp3硼酸的Suzuki-Miyaura交叉偶联中实现完美的立体保留
7. Potassium Trimethylsilanolate Enables Rapid, Homogeneous SuzukiMiyaura Cross-Coupling of Boronic Esters [O] . -1

机译：硼酸钾硅酸钾能够快速，均匀的舒适的舒适的硼牛奶交叉偶联

Potassium Trimethylsilanolate Enables Rapid, Homogeneous Suzuki-Miyaura Cross-Coupling of Boronic Esters

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