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无过渡金属条件下合成频哪醇硼酸酯

Transition metal-free synthesis of alkyl pinacol boronates.

机构信息

Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, India.

出版信息

Org Biomol Chem. 2020 Nov 28;18(44):8939-8974. doi: 10.1039/d0ob01721c. Epub 2020 Nov 4.

Abstract

Alkyl pinacol boronic esters have been routinely used for the synthesis of complex target molecules or high-value chemicals due to their non-toxicity, stability and commercial availability. The synthesis of C-B bonds in the absence of transition metals has gained significant attention due to its added advantages. Numerous methods have been developed for the synthesis of alkyl pinacol boronates without transition metals, which include reactions using organometallic reagents, Lewis acids and bases, photoredox catalysis, and 1,2-metallate rearrangement. Herein, we have analyzed the growing resource of literature related to the transition metal-free synthesis of alkyl pinacol boronic esters based on the differences in their reaction mechanisms.

摘要

由于其无毒、稳定和商业可用性,烷基频哪醇硼酸酯已被常规用于复杂目标分子或高价值化学品的合成。由于其附加优势,在不存在过渡金属的情况下合成 C-B 键受到了极大关注。已经开发了许多无需过渡金属即可合成烷基频哪醇硼酸酯的方法,其中包括使用有机金属试剂、路易斯酸和碱、光还原催化和 1,2-金属重排的反应。在此,我们根据其反应机制的差异,分析了与过渡金属免费合成烷基频哪醇硼酸酯相关的不断增长的文献资源。

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