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Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Triazolinediones as Highly Enabling Synthetic Tools
Kevin De Bruycker1, Stijn Billiet1, Hannes A Houck1
1Department of Organic and Macromolecular Chemistry, Polymer Chemistry Research Group and Laboratory for Organic Synthesis, Ghent University , Krijgslaan 281 S4, B-9000 Ghent, Belgium.
Abstract:
Triazolinediones (TADs) are unique reagents in organic synthesis that have also found wide applications in different research disciplines, in spite of their somewhat "exotic" reputation. In this review, we offer two case studies that demonstrate the possibilities of these versatile and reliable synthetic tools, namely, in the field of polymer science as well as in more recently emerging applications in the field of click chemistry. As the general use of triazolinediones has always been hampered by the limited commercial and synthetic availability of such reagents, we also offer a review of the available TAD reagents, together with a detailed discussion of their synthesis and reactivity. This review thus aims to serve as a practical guide for researchers that are interested in exploiting and further developing the exceptional click-like reactivity of triazolinediones in various applications.
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