Palladium-Catalyzed Route to Three-Component, One-Pot Sequential Synthesis of Functionalized Cyclazines: 2,2a1,4-Triazacyclopenta[cd]indenes

An efficient tandem route to the synthesis of 2,2a1,4‐triazacyclopenta[cd]indene derivatives of the cyclazine family has been developed. The target compounds were obtained in moderate to good yields by an ytterbium(III) triflate/palladium(II) acetate‐catalyzed three‐component domino reaction involvi...

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Veröffentlicht in:Advanced synthesis & catalysis 2013-07, Vol.355 (10), p.1984-1988
Hauptverfasser: Yang, Anjiang, Jiang, Ruwei, Khorev, Oleg, Yu, Ting, Zhang, Yongliang, Ma, Lanping, Chen, Guohua, Shen, Jingkang, Meng, Tao
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Sprache:eng
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Zusammenfassung:An efficient tandem route to the synthesis of 2,2a1,4‐triazacyclopenta[cd]indene derivatives of the cyclazine family has been developed. The target compounds were obtained in moderate to good yields by an ytterbium(III) triflate/palladium(II) acetate‐catalyzed three‐component domino reaction involving a palladium‐catalyzed intramolecular α‐arylation of an α‐aminocarbonyl functionality. This in turn will set the stage for a wide application of this useful reaction for the synthesis of structurally diverse polyheterocyclic skeletons containing the privileged imidazo[1,2‐a]pyridine structure.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201300309