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C4-H indole functionalisation: precedent and prospects
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.
Georg August Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany.
Georg August Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany.ORCID iD: 0000-0001-7034-8772
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.ORCID iD: 0000-0002-9353-2238
2018 (English)In: Chemical Science, ISSN 2041-6520, E-ISSN 2041-6539, Vol. 9, no 18, p. 4203-4216Article in journal (Refereed) Published
Abstract [en]

C4-decorated indoles feature in a plethora of bioactive and functional compounds of importance to natural product synthesis, material sciences, as well as crop protection and pharmaceutical industries. Traditionally, their syntheses largely involved harsh stoichiometric metalations and radical reactions. However, transition metal catalysed C-H activation has recently evolved into a powerful strategy for the late-stage diversification of indoles at the C4-H position. Modern photoredox, enzymatic and precious transition metal catalysis represent the key stimuli for developing challenging C-C and C-Het bond forming transformations under mild reaction conditions. Herein, we discuss the evolution and application of these methods for the step-economical transformations of otherwise inert C4-H bonds up to December 2017.

Place, publisher, year, edition, pages
ROYAL SOC CHEMISTRY , 2018. Vol. 9, no 18, p. 4203-4216
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:uu:diva-356452DOI: 10.1039/c7sc05336cISI: 000432203100002PubMedID: 29780550OAI: oai:DiVA.org:uu-356452DiVA, id: diva2:1236391
Funder
Swedish Research CouncilGerman Research Foundation (DFG), SPP1807Wenner-Gren FoundationsAvailable from: 2018-08-02 Created: 2018-08-02 Last updated: 2018-08-02Bibliographically approved

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