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

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 fiel...

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Veröffentlicht in:Journal of organic chemistry 2016-06, Vol.81 (11), p.4421-4428
Hauptverfasser: Kaiser, Daniel, Maulide, Nuno
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b00675