Azide-alkyne Huisgen cycloaddition: Difference between revisions

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Revision as of 21:52, 10 October 2022

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The '''azide-alkyne Huisgen cycloaddition''' is a [[1,3-dipolar cycloaddition]] between an [[azide]] and a terminal or internal [[alkyne]] to give a [[1,2,3-triazole]]. [[Rolf Huisgen]]<ref>{{cite journal| journal = Proceedings of the Chemical Society of London| page = 357| year= 1961| title = Centenary Lecture - 1,3-Dipolar Cycloadditions| author = Huisgen, R. | doi = 10.1039/PS9610000357}}</ref> was the first to understand the scope of this [[organic reaction]]. American [[chemist]] [[Karl Barry Sharpless]] has referred to this [[cycloaddition]] as "the cream of the crop" of [[click chemistry]]<ref>{{cite journal | authors = H. C. Kolb, M. G. Finn and K. B. Sharpless | title = Click Chemistry: Diverse Chemical Function from a Few Good Reactions | year = 2001 | journal = [[Angewandte Chemie International Edition]] | volume = 40 | issue = 11 | pages = 2004–2021 | doi = 10.1002/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5 | pmid=11433435| doi-access = free }}</ref> and "the premier example of a click reaction.".<ref>{{cite journal|last=Kolb|first=H.C.|author2=Sharpless, B.K.|title=The growing impact of click chemistry on drug discovery|year=2003|volume=8|issue=24|pages=1128–1137|doi=10.1016/S1359-6446(03)02933-7|pmid=14678739|journal=Drug Discov Today}}</ref>

[[File:Thermal Huisgen cycloaddition.png|thumb|600px|center|Thermal Huisgen 1,3-dipolar cycloaddition.]]