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银催化的C-X(X = C、O、N)多重键的硼氢化反应

Silver-Catalyzed Hydroboration of C-X (X = C, O, N) Multiple Bonds.

作者信息

Pandey Vipin K, Tiwari Chandra Shekhar, Rit Arnab

机构信息

Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India.

出版信息

Org Lett. 2021 Mar 5;23(5):1681-1686. doi: 10.1021/acs.orglett.1c00106. Epub 2021 Feb 15.

Abstract

AgSbF was developed as an effective catalyst for the hydroboration of various unsaturated functionalities (nitriles, alkenes, and aldehydes). This atom-economic chemoselective protocol works effectively under low catalyst loading, base- and solvent-free moderate conditions. Importantly, this process shows excellent functional group tolerance and compatibility with structurally and electronically diverse substrates (>50 examples). Mechanistic investigations revealed that the reaction proceeds via a radical pathway. Further, the obtained ,-diborylamines were showcased to be useful precursors for amide synthesis.

摘要

AgSbF被开发为用于各种不饱和官能团(腈、烯烃和醛)硼氢化反应的有效催化剂。这种原子经济的化学选择性方法在低催化剂负载量、无碱和无溶剂的温和条件下有效运行。重要的是,该过程显示出优异的官能团耐受性以及与结构和电子性质多样的底物的兼容性(超过50个实例)。机理研究表明该反应通过自由基途径进行。此外,所得到的α,β-二硼基胺被证明是酰胺合成的有用前体。

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