Bench‐Stable Sulfoxide‐Based Boronates: Preparation and Application in a Tandem Suzuki Reaction,Advanced Synthesis & Catalysis

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Bench‐Stable Sulfoxide‐Based Boronates: Preparation and Application in a Tandem Suzuki Reaction
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-10-22 , DOI: 10.1002/adsc.201801000
Marek Čubiňák ₁ , Václav Eigner ₂ , Tomáš Tobrman ₁

Affiliation

A set of novel aromatic and heteroaromatic bench‐stable sulfoxide‐based boronates was prepared. The structure of the boronates was established by means of X‐ray crystallography, and the prepared boronates were successively used in Suzuki cross‐coupling reactions under different conditions. We also developed a tandem Suzuki reaction so that a base is generated during the nucleophilic addition of Grignard reagents to 4‐bromobenzaldehyde. The formed intermediates were smoothly coupled with the prepared boronates and the boronic acids under external base‐free conditions.

中文翻译：

稳定的亚砜基硼酸盐：串联铃木反应的制备和应用

制备了一组新型的芳族和杂芳族台稳亚砜基硼酸盐。通过X射线晶体学确定硼酸盐的结构，并将所制备的硼酸盐依次用于不同条件下的Suzuki交叉偶联反应。我们还开发了串联Suzuki反应，以便在格氏试剂向4-溴苯甲醛的亲核加成过程中生成碱基。在外部无碱条件下，将形成的中间体与制备的硼酸盐和硼酸顺利偶联。

更新日期：2018-10-22

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