Copper-Catalyzed Multicomponent Reaction: Synthesis of 4-Arylsulfonylimino-4,5-dihydrofuran Derivatives

A series of 4-arylsulfonylimino-4,5-dihydrofurans (14 examples) were efficiently synthesized in good to excellent yields by using the copper-catalyzed three-component reaction between sulfonyl azides, phenylacetylene, and β-ketoesters in tetrahydrofuran (THF) at 40 °C for 8 h in the presence of trie...

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Veröffentlicht in:Journal of organic chemistry 2010-08, Vol.75 (16), p.5743-5745
Hauptverfasser: Shang, Yongjia, Ju, Kai, He, Xinwei, Hu, Jinsong, Yu, Shuyan, Zhang, Min, Liao, Kaisheng, Wang, Lifen, Zhang, Ping
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Sprache:eng
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Zusammenfassung:A series of 4-arylsulfonylimino-4,5-dihydrofurans (14 examples) were efficiently synthesized in good to excellent yields by using the copper-catalyzed three-component reaction between sulfonyl azides, phenylacetylene, and β-ketoesters in tetrahydrofuran (THF) at 40 °C for 8 h in the presence of triethylamine (TEA). A plausible mechanism for this process is proposed.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo1010075