The Witkop Cyclization : A Photoinduced C-H Activation of the Indole System

No Thumbnail Available
Files
There are no files associated with this item.
Date
2014
Editors
Contact
Journal ISSN
Electronic ISSN
ISBN
Bibliographical data
Publisher
Series
URI (citable link)
DOI (citable link)
ArXiv-ID
International patent number
Link to the license
oops
EU project number
Project
Open Access publication
Collections
Restricted until
Title in another language
Research Projects
Organizational Units
Journal Issue
Publication type
Journal article
Publication status
Published
Published in
Angewandte Chemie International Edition ; 53 (2014), 5. - pp. 1208-1217. - ISSN 1433-7851. - eISSN 1521-3773
Abstract
Investigations of excited-state redox processes have an exceptional impact on the field of organic photochemistry and its application to the synthesis of complex target molecules. In such a photochemical process a single-electron transfer takes place to produce ion-radical intermediates, if the reduction and oxidation potentials, as well as excited-state energies of electron donors and acceptors are chosen appropriately. The Witkop cyclization constitutes an intramolecular variant of such a process, typically with an indole heterocycle as an electron donor. The specific synthetic value of this reaction lies in a C-C bond formation without requiring any prefunctionalization of the indole system. Although this photoreaction has been applied to the total synthesis of natural products, it has still not been used to its full capacity. The following review details synthetic efforts using the Witkop cyclization, and aims to incite further applications of reaction in the synthesis of complex molecular architectures.
Summary in another language
Subject (DDC)
540 Chemistry
Keywords
Conference
Review
undefined / . - undefined, undefined. - (undefined; undefined)
Cite This
ISO 690GRITSCH, Philipp, Christian LEITNER, Magnus PFAFFENBACH, Tanja GAICH, 2014. The Witkop Cyclization : A Photoinduced C-H Activation of the Indole System. In: Angewandte Chemie International Edition. 53(5), pp. 1208-1217. ISSN 1433-7851. eISSN 1521-3773. Available under: doi: 10.1002/anie.201307391
BibTex
@article{Gritsch2014-01-27Witko-38080,
  year={2014},
  doi={10.1002/anie.201307391},
  title={The Witkop Cyclization : A Photoinduced C-H Activation of the Indole System},
  number={5},
  volume={53},
  issn={1433-7851},
  journal={Angewandte Chemie International Edition},
  pages={1208--1217},
  author={Gritsch, Philipp and Leitner, Christian and Pfaffenbach, Magnus and Gaich, Tanja}
}
RDF
<rdf:RDF
    xmlns:dcterms="http://purl.org/dc/terms/"
    xmlns:dc="http://purl.org/dc/elements/1.1/"
    xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#"
    xmlns:bibo="http://purl.org/ontology/bibo/"
    xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#"
    xmlns:foaf="http://xmlns.com/foaf/0.1/"
    xmlns:void="http://rdfs.org/ns/void#"
    xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > 
  <rdf:Description rdf:about="https://kops.uni-konstanz.de/server/rdf/resource/123456789/38080">
    <dc:contributor>Gaich, Tanja</dc:contributor>
    <dc:language>eng</dc:language>
    <dc:creator>Leitner, Christian</dc:creator>
    <dc:contributor>Gritsch, Philipp</dc:contributor>
    <dcterms:title>The Witkop Cyclization : A Photoinduced C-H Activation of the Indole System</dcterms:title>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2017-03-21T10:00:57Z</dcterms:available>
    <dc:contributor>Leitner, Christian</dc:contributor>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <dc:creator>Gritsch, Philipp</dc:creator>
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dcterms:abstract xml:lang="eng">Investigations of excited-state redox processes have an exceptional impact on the field of organic photochemistry and its application to the synthesis of complex target molecules. In such a photochemical process a single-electron transfer takes place to produce ion-radical intermediates, if the reduction and oxidation potentials, as well as excited-state energies of electron donors and acceptors are chosen appropriately. The Witkop cyclization constitutes an intramolecular variant of such a process, typically with an indole heterocycle as an electron donor. The specific synthetic value of this reaction lies in a C-C bond formation without requiring any prefunctionalization of the indole system. Although this photoreaction has been applied to the total synthesis of natural products, it has still not been used to its full capacity. The following review details synthetic efforts using the Witkop cyclization, and aims to incite further applications of reaction in the synthesis of complex molecular architectures.</dcterms:abstract>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <dcterms:issued>2014-01-27</dcterms:issued>
    <bibo:uri rdf:resource="https://kops.uni-konstanz.de/handle/123456789/38080"/>
    <dc:contributor>Pfaffenbach, Magnus</dc:contributor>
    <dc:creator>Pfaffenbach, Magnus</dc:creator>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2017-03-21T10:00:57Z</dc:date>
    <dc:creator>Gaich, Tanja</dc:creator>
  </rdf:Description>
</rdf:RDF>
Internal note
xmlui.Submission.submit.DescribeStep.inputForms.label.kops_note_fromSubmitter
Contact
URL of original publication
Test date of URL
Examination date of dissertation
Method of financing
Comment on publication
Alliance license
Corresponding Authors der Uni Konstanz vorhanden
International Co-Authors
Bibliography of Konstanz
No
Refereed