Triflic Anhydride (Tf < inf > 2 < /inf > O)-Activated Transformations of Amides, Sulfoxides and Phosphorus Oxides via Nucleophilic Trapping
Document Type
Article
Publication Date
3-1-2022
Publication Title
Synthesis (Germany)
Abstract
Trifluoromethanesulfonic anhydride (Tf2O) is utilized as a strong electrophilic activator in a wide range of applications in synthetic organic chemistry, leading to the transient generation of a triflate intermediate. This versatile triflate intermediate undergoes nucleophilic trapping with diverse nucleophiles to yield novel compounds. In this review, we describe the features and applications of triflic anhydride in organic synthesis reported in the past decade, especially in amide, sulfoxide, and phosphorus oxide chemistry through electrophilic activation. A plausible mechanistic pathway for each important reaction is also discussed.
Keywords
Amides; Electrophilic activation; Phosphonium triflate; Phosphorus oxides; Sulfoxides; Triflic anhydride
Disciplines
Biochemistry | Molecular Biology
Repository Citation
Huang, H.,
Kang, J. Y.
(2022).
Triflic Anhydride (Tf < inf > 2 < /inf > O)-Activated Transformations of Amides, Sulfoxides and Phosphorus Oxides via Nucleophilic Trapping.
Synthesis (Germany)
http://dx.doi.org/10.1055/a-1679-8205