Herein is described the synthesis, isolation, and reactions of hypervalent iodonium alkynyl triflates (HIATs) with azides to generate cyanocarbenes. The procedures will involve air-sensitive and cryogen techniques, including cold filtration under an inert atmosphere. Handling and safety of the synthesized compounds will also be discussed.
Hyatt, I. F. D., Nasrallah, D. J., Croatt, M. P. Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes. J. Vis. Exp. (79), e50886, doi:10.3791/50886 (2013).