Direct Construction of 2‑Aryliminochromenes from Arynes, N,S‑Keteneacetals, and DMF

A concise and direct synthetic strategy for the construction of 2-aryliminochromene skeleton by cascade three-component coupling reaction of arynes, N,S-keteneacetals, and DMF in good yields has been disclosed. The process demonstrates the first example of aryne chemistry combined with N,S-keteneace...

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Veröffentlicht in:Journal of organic chemistry 2016-07, Vol.81 (14), p.5942-5948
Hauptverfasser: Wen, Li-Rong, Man, Ning-Ning, Yuan, Wen-Kui, Li, Ming
Format: Artikel
Sprache:eng
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Zusammenfassung:A concise and direct synthetic strategy for the construction of 2-aryliminochromene skeleton by cascade three-component coupling reaction of arynes, N,S-keteneacetals, and DMF in good yields has been disclosed. The process demonstrates the first example of aryne chemistry combined with N,S-keteneacetals. Using this strategy, an expeditious synthesis of biologically important arylimino-2H-chromene-3- carboxamides was achieved.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b00843