4.8 Article

Palladium-Catalyzed Hydroaminocarbonylation of Alkynes with Tertiary Amines via C-N Bond Cleavage

Journal

ORGANIC LETTERS
Volume 19, Issue 22, Pages 6260-6263

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03331

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Funding

  1. CAS Interdisciplinary Innovation Team
  2. National Natural Science Foundation of China [21672199, 21702197]
  3. Fundamental Research Funds for the Central Universities
  4. Anhui Provincial Natural Science Foundation [1708085MB28]

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An efficient strategy for the cleavage of the CN bond of tertiary amines was developed with DTBP as an oxidant, in which the cleaved H atom and amine moiety were successfully transferred to the desired products. This strategy has enabled an efficient palladium-catalyzed hydroaminocarbonylation of alkynes with tertiary amines. Notably, the catalyst loading could be lowered from 5 to 0.1 mol %, which represents the lowest catalyst loading among the reported work on carbonylation via CN bond activation.

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