Annulation of internal alkynes through a hydroamination/aza-Heck reaction sequence for the regioselective synthesis of indoles
2008 | journal article. A publication with affiliation to the University of Göttingen.
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Annulation of internal alkynes through a hydroamination/aza-Heck reaction sequence for the regioselective synthesis of indoles
Ackermann, L.; Sandmann, R.; Villar, A. & Kaspar, L. T. (2008)
Tetrahedron, 64(5) pp. 769-777. DOI: https://doi.org/10.1016/j.tet.2007.10.117
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Details
- Authors
- Ackermann, Lutz; Sandmann, Rene; Villar, Amparo; Kaspar, Ludwig T.
- Abstract
- Highly regioselective annulation reactions of unsymmetrically substituted alkynes by primary 2-bromo or 2-chloroanilines are achieved with an efficient one-pot protocol, which relies on a regioselective TiCl(4)-catalyzed intermolecular hydroamination and a subsequent palladium-catalyzed intramolecular aza-Heck reaction. The use of unsymmetrically substituted alkynes in this strategy enables the synthesis of diversely functionalized indoles, with a regioselectivity that is complementary to the one obtained when employing Larock's annulation reaction. (c) 2007 Elsevier Ltd. All rights reserved.
- Issue Date
- 2008
- Status
- published
- Publisher
- Pergamon-elsevier Science Ltd
- Journal
- Tetrahedron
- ISSN
- 0040-4020
