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- Title
Rhodium-Catalyzed CH Annulation of Nitrones with Alkynes: A Regiospecific Route to Unsymmetrical 2,3-Diaryl-Substituted Indoles.
- Authors
Yan, Hao; Wang, Haolong; Li, Xincheng; Xin, Xiaoyi; Wang, Chunxiang; Wan, Boshun
- Abstract
The direct CH annulation of anilines or related compounds with internal alkynes provides straightforward access to 2,3-disubstituted indole products. However, this transformation proceeds with poor regioselectivity in the synthesis of unsymmetrically 2,3-diaryl substituted indoles. Herein, we report the rhodium(III)-catalyzed CH annulation of nitrones with symmetrical diaryl alkynes as an alternative method to prepare 2,3-diaryl-substituted N-unprotected indoles with two different aryl groups. One of the aryl substituents is derived from NC-aryl ring of the nitrone and the other from the alkyne substrate, thus providing the indole products with exclusive regioselectivity.
- Subjects
RHODIUM catalysts; CARBON-hydrogen bonds; NITRONES; ALKYNES; HETEROCYCLIC compounds synthesis
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 36, p10759
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201503997