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Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Leveraging Electron-Deficient Iminium Intermediates in a General Synthesis of Valuable Amines
Che-Sheng Hsu1, Carlos R Gonçalves1, Veronica Tona1
1University of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.
Abstract:
The development of reactions converting alkenes and alkynes into valuable building blocks remains one of the main goals of synthetic chemistry. Herein, we present the leveraging of highly electron-deficient iminium ions, rare and fleeting intermediates, into a general amine synthesis. This enables the preparation of amines bearing e.g. valuable α-trifluoromethyl moieties under mild conditions. This broad concept is highlighted by the late-stage amination of quinine into a biologically interesting new analogue.
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