Palladium catalyzed tandem alkenyl- and aryl-C–N bond formation: a cascade N-annulation route to 4-, 5-, 6- and 7-chloroindoles
A series of trihalogenated alkenylbenzenes undergo consecutive palladium catalyzed inter- and intramolecular amination reactions to deliver a series of 1-functionalized mono-chloroindoles. 4-, 5-, 6- and 7-Chloroindoles can all be prepared; carbamates, anilines and amines can be employed as the N-nu...
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Published in | Tetrahedron Vol. 66; no. 33; pp. 6632 - 6638 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
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14.08.2010
Elsevier |
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ISSN | 0040-4020 1464-5416 |
DOI | 10.1016/j.tet.2010.05.046 |
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Abstract | A series of trihalogenated alkenylbenzenes undergo consecutive palladium catalyzed inter- and intramolecular amination reactions to deliver a series of 1-functionalized mono-chloroindoles. 4-, 5-, 6- and 7-Chloroindoles can all be prepared; carbamates, anilines and amines can be employed as the
N-nucleophile.
[Display omitted] |
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AbstractList | A series of trihalogenated alkenylbenzenes undergo consecutive palladium catalyzed inter- and intramolecular amination reactions to deliver a series of 1-functionalized mono-chloroindoles. 4-, 5-, 6- and 7-Chloroindoles can all be prepared; carbamates, anilines and amines can be employed as the
N-nucleophile.
[Display omitted] A series of trihalogenated alkenylbenzenes undergo consecutive palladium catalyzed inter- and intramolecular amination reactions to deliver a series of 1-functionalized mono-chloroindoles. 4-, 5-, 6- and 7-Chloroindoles can all be prepared: carbamates, anilines and amines can be employed as the N-nucleophile. (C) 2010 Elsevier Ltd. All rights reserved. |
Author | Willis, Michael C. Lindon, Matthew J. Henderson, Luke C. |
Author_xml | – sequence: 1 givenname: Luke C. surname: Henderson fullname: Henderson, Luke C. organization: Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK – sequence: 2 givenname: Matthew J. surname: Lindon fullname: Lindon, Matthew J. organization: Medicinal Chemistry, GlaxoSmithKline, Medicines Research Centre, Gunnels Wood Road, Stevenage, SG1 2NY, UK – sequence: 3 givenname: Michael C. surname: Willis fullname: Willis, Michael C. email: michael.willis@chem.ox.ac.uk organization: Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK |
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Keywords | Amination Indole Palladium FUNCTIONALIZATION OXYGEN DIRECT ARYLATION HETEROCYCLES COUPLING REACTIONS HALOGENATED NITROGEN INDOLES |
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Snippet | A series of trihalogenated alkenylbenzenes undergo consecutive palladium catalyzed inter- and intramolecular amination reactions to deliver a series of... |
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SubjectTerms | Amination Chemistry Chemistry, Organic Indole Palladium Physical Sciences Science & Technology |
Title | Palladium catalyzed tandem alkenyl- and aryl-C–N bond formation: a cascade N-annulation route to 4-, 5-, 6- and 7-chloroindoles |
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