An unusual reactivity of BBr3: Accessing tetrahydroisoquinoline units from N-phenethylimides

Jayaraman Selvakumar; Alexandros Makriyannis; Chinnasamy Ramaraj Ramanathan

doi:10.1039/C0OB00269K

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An unusual reactivity of BBr₃: Accessing tetrahydroisoquinoline units from N-phenethylimides†

Jayaraman Selvakumar,^a Alexandros Makriyannis^b and Chinnasamy Ramaraj Ramanathan*^a

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* Corresponding authors

^a Department of Chemistry, Pondicherry University, Puducherry, India
E-mail: crrnath.che@pondiuni.edu.in
Fax: +91-413-2655987
Tel: +91-413-2654416

^b Center for Drug Discovery, 360 Huntington Avenue, 116 Mugar Hall, Northeastern University, Boston, MA 02115, USA

Abstract

Isoindoloisoquinalinone, pyrroloisoquinolinone and benzo[a]quinolizinone units are constructed via intramolecular cyclization of the methoxy substituted N-phenethylimides using BBr₃.

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Article information

DOI: https://doi.org/10.1039/C0OB00269K
Article type: Communication
Submitted: 16 Jun 2010
Accepted: 01 Jul 2010
First published: 21 Jul 2010

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Org. Biomol. Chem., 2010,8, 4056-4058

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An unusual reactivity of BBr₃: Accessing tetrahydroisoquinoline units from N-phenethylimides

J. Selvakumar, A. Makriyannis and C. R. Ramanathan, Org. Biomol. Chem., 2010, 8, 4056 DOI: 10.1039/C0OB00269K

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Organic & Biomolecular Chemistry