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  Brønsted acid-catalyzed C-H Functionalisation of N-Protected Tetrahydroisoquinolines via Intermediate Peroxides

Schweitzer-Chaput, B., & Klussmann, M. (2013). Brønsted acid-catalyzed C-H Functionalisation of N-Protected Tetrahydroisoquinolines via Intermediate Peroxides. European Journal of Organic Chemistry, 2013(4), 666-671. doi:10.1002/ejoc.201201527.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0014-A517-D Version Permalink: https://hdl.handle.net/21.11116/0000-0004-B78C-0
Genre: Journal Article

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 Creators:
Schweitzer-Chaput, Bertrand1, Author           
Klussmann, Martin1, Author           
Affiliations:
1Research Group Klußmann, Max-Planck-Institut für Kohlenforschung, Max Planck Society, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, ou_1445608              

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Free keywords: DEHYDROGENATIVE COUPLING REACTION; CARBON-HYDROGEN BONDS; TERTIARY-AMINES; NITROGEN ATOM; OXIDATIVE CYANATION; SODIUM-CYANIDE; ADJACENT; NUCLEOPHILICITY; AMIDOALKYLATION; ALKYNYLATION
 Abstract: An organocatalytic oxidative synthesis of N-protected tetrahydroisoquinolines is described by C–H functionalization via intermediate peroxides. The peroxides were synthesized from tert-butylhydroperoxide under metal-free thermal conditions and were converted into the final products by Brønsted acid catalyzed substitution. The nucleophile scope was investigated in detail and proved to be broad; N-deprotection of the coupling products could also be achieved.

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Language(s): eng - English
 Dates: 2012-11-142012-12-132013-02
 Publication Status: Issued
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/ejoc.201201527
 Degree: -

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Title: European Journal of Organic Chemistry
  Other : Eur. J. Org. Chem.
Source Genre: Journal
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Publ. Info: Weinheim, Germany : Wiley-VCH Verlag GmbH
Pages: - Volume / Issue: 2013 (4) Sequence Number: - Start / End Page: 666 - 671 Identifier: ISSN: 1434-193X
CoNE: https://pure.mpg.de/cone/journals/resource/954926953810