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Silver-Catalyzed Hydroboration of C-X (X = C, O, N) Multiple Bonds
Vipin K Pandey1, Chandra Shekhar Tiwari1, Arnab Rit1
1Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India.
Abstract:
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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