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Synthesis 2013; 45(4): 545-555
DOI: 10.1055/s-0032-1316839
DOI: 10.1055/s-0032-1316839
paper
Facile Synthesis of [1,2,3]-Triazole-Fused Isoindolines, Tetrahydroisoquinolines, Benzoazepines and Benzoazocines by Palladium-Copper Catalysed Heterocyclisation
Weitere Informationen
Publikationsverlauf
Received: 05. November 2012
Accepted after revision: 06. Dezember 2012
Publikationsdatum:
04. Januar 2013 (online)
![](https://www.thieme-connect.de/media/synthesis/201304/lookinside/thumbnails/10.1055-s-0032-1316839-1.jpg)
Abstract
An elegant method for the synthesis of 1,2,3-triazoles fused with five-, six-, seven- and eight-membered benzoheterocycles, including isoindoline, tetrahydroisoquinoline, benzoazepine and benzoazocine, has been developed via palladium-copper catalysed reactions in one-pot. The broad scope of this reaction was illustrated by effecting bis-heteroannulations, synthesis of uracil derivatives of biological interest, and employment of acetylene gas as an inexpensive substrate. The reactions are experimentally simple and utilise easily accessible substrates of different types.
Key words
1,2,3-triazoles - nitrogen heterocycles - intramolecular reactions - azide-alkyne cycloaddition - bis-heteroannulationsSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis. Included are the preparation and characterization data of 7a–d, X-ray crystallographic data of 4a and copies of 1H and 13C NMR spectra of compounds 7a–d, 1–4, 11a–b, 13a–d, 1a′–4a′, 14a.
- Supporting Information
-
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