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Synthesis 2018; 50(14): 2727-2740
DOI: 10.1055/s-0037-1610131
DOI: 10.1055/s-0037-1610131
paper
Metal-Free Synthesis of Pyrrolo[1,2-a]quinoxalines Mediated by TEMPO Oxoammonium Salts
This project received financial support from the National Natural Science Foundation of China (21472053, 21172082).Weitere Informationen
Publikationsverlauf
Received: 29. Oktober 2017
Accepted after revision: 08. April 2018
Publikationsdatum:
13. Juni 2018 (online)
Abstract
We herein describe a novel TEMPO oxoammonium salt initiated Pictet–Spengler reaction of imines, generated in situ from carbonyl compounds and pyrrole- or indole-containing substrates, to afford 4,5-dihydropyrrolo[1,2-a]quinoxalines or 5,6-dihydroindolo[1,2-a]quinoxalines in good to excellent yields. Moreover, a one-pot synthesis of a biologically important quinoxaline is achieved via a cyclization–dehydrogenation process using one equivalent of the oxoammonium salt.
Key words
TEMPO oxoammonium salts - Pictet–Spengler reaction - imines - dihydroquinoxalines - quinoxalinesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610131.
- Supporting Information
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