4.8 Article

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

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ORGANIC LETTERS
卷 23, 期 5, 页码 1681-1686

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00106

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  1. DST [DST/INSPIRE/04/2015/002219, ECR/2016/001272]
  2. SERB, India [DST/INSPIRE/04/2015/002219, ECR/2016/001272]
  3. IIT Madras

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AgSbF6 catalyst is developed for hydroboration of various unsaturated functionalities, showing high efficiency and selectivity, excellent functional group tolerance, and useful precursor for amide synthesis.
AgSbF6 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 N,N-diborylamines were showcased to be useful precursors for amide synthesis.

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