4.7 Article

Making the Least Reactive Electrophile the First in Class: Domino Electrophilic Activation of Amides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 11, Pages 4421-4428

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00675

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Funding

  1. University of Vienna
  2. ERC [StG 278872]
  3. DFG
  4. Austrian Academy of Sciences

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The electrophilic activation of amides, especially by the action of trifluoromethanesulfonic (triflic) anhydride, enables the formation of highly electrophilic and reactive intermediates, lending themselves to diverse reaction pathways. This synopsis sets out to highlight recent advances in the field of amide activation, focused on the use of triflic anhydride, and the myriad of transformations that can ensue upon addition of several classes of electrophiles to the intermittently generated high energy intermediates.

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