4.8 Article

Metal-Free Iodine(III)-Promoted Direct Intermolecular C-H Amination Reactions of Acetylenes

期刊

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 134, 期 37, 页码 15505-15511

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AMER CHEMICAL SOC
DOI: 10.1021/ja306211q

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资金

  1. ICIQ Foundation
  2. Spanish Ministerio de Economia y Competitividad [CTQ2011-25027]
  3. German DAAD
  4. ICREA Funding Source: Custom

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A direct metal-free amination of arylalkynes has been developed, which proceeds by reaction of the terminal alkyne with the hypervalent iodine reagent PhI(OAc)NTs2 within a single-step operation. This unprecedented intermolecular C-H to C-N bond conversion provides rapid access to the important class of ynamides. In addition to the title reaction, the related transformation between alkylated alkynes and the iodine(III) reagent is also discussed.

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