4.7 Article

Chemoselective hydroborative reduction of nitro motifs using a transition-metal-free catalyst

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 16, Pages 4554-4559

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00705j

Keywords

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Funding

  1. National Natural Science Foundation of China [22001188]
  2. Science and Technology Plan Project of Taizhou [1803gy04]
  3. Project of Taizhou University Fund for Excellent Young Scholars [Z2020075, QD2019049]
  4. Natural Science Foundation of Zhejiang Province [LQ19B020001]

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The study introduced a novel transition-metal-free strategy for chemoselective catalytic reduction of nitro scaffolds to valuable amine functions under mild reaction conditions, which can be readily applied to the preparation of commercially available pharmaceuticals.
The chemoselective catalytic reduction of nitro scaffolds to value-added amine functions is desirable but challenging. We developed a combined KOtBu/BEt3 catalyst for deoxygenative reduction of nitroarenes, nitro heteroarenes and even notoriously challenging nitroalkanes using pinacolborane under mild reaction conditions. The novel transition-metal-free strategy is readily applicable to the preparation of commercially available pharmaceuticals.

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