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Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
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JoVE Journal Chemistry
Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

DOI:
10.3791/50886-v

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12:27 min

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September 08, 2013

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, ,
1Department of Chemistry and Biochemistry,University of North Carolina at Greensboro

Chapters

  • 00:00Title
  • 03:46Synthesis of Phenyl HIAT
  • 05:35Synthesis of n-Pentyl HIAT
  • 08:33O-H insertion cyanocarbene reaction using Phenyl HIAT
  • 10:17Cylcopropanation cyanocarbene reaction using Phenyl HIAT
  • 11:50Conclusion

Summary

Automatic Translation

Automatic Translation

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.

Tags

Keywords: Hypervalent Iodonium Alkynyl TriflatesCyanocarbenesAzidesO-H InsertionSulfoxide ComplexationCyclopropanationVinylidene-carbeneHypervalent Iodonium Alkenyl Triflate

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