4.8 Article

Combined KOH/BEt3 Catalyst for Selective Deaminative Hydroboration of Aromatic Carboxamides for Construction of Luminophores

Journal

ORGANIC LETTERS
Volume 22, Issue 20, Pages 8086-8090

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03033

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Funding

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

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The selective catalytic C-N bond cleavage of amides into value-added amine products is a desirable but challenging transformation. Molecules containing iminodibenzyl motifs are prevalent in pharmaceutical molecules and functional materials. Here we established a combined KOH/BEt3 catalyst for deaminative hydroboration of acyl-iminodibenzyl derivatives, including nonheterocyclic carboxamides, to the corresponding amines. This novel transition-metal-free methodology was also applied to the construction of Clomipramine and luminophores.

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