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Three-component, one-pot sequential synthesis of functionalized cyclazines: 3H-1,2a1,3-triazaacenaphthylenes.

The Journal of organic chemistry (2012-11-22)
Hongpeng Sun, Huayong Zhou, Oleg Khorev, Ruwei Jiang, Ting Yu, Xin Wang, Yongli Du, Yi Ma, Tao Meng, Jingkang Shen
RÉSUMÉ

An efficient tandem route to the synthesis of 3H-1,2a(1),3-triazaacenaphthylene derivatives of the cyclazine family has been developed. Target compounds were obtained in moderate to good yields by a Yb(OTf)(3)/Ag(2)CO(3)-catalyzed, three-component domino reaction. 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 imidazo[1,2-a]pyridine privileged structure.

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Imidazo[1,2-a]pyridine, 99%