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Selective Activation of Arylboronate or Aryne Reactivity as a Versatile Postfunctionalization Strategy
OnTarget Chem, Virdings Alle 32B, S-75450 Uppsala, Sweden..
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.
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2016 (English)In: Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, ISSN 0936-5214, E-ISSN 1437-2096, Vol. 27, no 7, 969-976 p.Article in journal (Refereed) Published
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Abstract [en]

This review discusses the preparation and orthogonal reactivity of boryl ortho-silyl(hetero)aryl triflates as precursors for arynes. These triflates undergo a wide variety of selective reactions of either the boronate or aryne component. Activation of the boronate group affords diverse (hetero)aryne precursors, whereas aryne activation and capture gives previously difficult-to-access arylboronates, all starting from the same set of common starting materials. Thus, the boronate and aryne functionality can be used for their mutual postfunctionalization with unprecedented flexibility.

Place, publisher, year, edition, pages
2016. Vol. 27, no 7, 969-976 p.
Keyword [en]
arynes, boronates, boronic acids, C-H activation, catalysis, iridium
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:uu:diva-300321DOI: 10.1055/s-0035-1561248ISI: 000374009000001OAI: oai:DiVA.org:uu-300321DiVA: diva2:951267
Funder
Carl Tryggers foundation Swedish Research Council
Available from: 2016-08-08 Created: 2016-08-08 Last updated: 2016-08-08Bibliographically approved

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Devaraj, KarthikSollert, CarinaPilarski, Lukasz T.
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