Gold-catalyzed tandem synthesis of bioactive spiro-dipyrroloquinolines and its application in the one-step synthesis of incargranine B aglycone and seneciobipyrrolidine (I)

Literature Information

Publication Date 2016-01-06
DOI 10.1039/C5QO00354G
Impact Factor 5.281
Authors

Can-Liang Ma, Xiao-Hua Li, Xiao-Long Yu, Xiao-Long Zhu, Yong-Zhou Hu, Xiao-Wu Dong, Bin Tan, Xin-Yuan Liu


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Abstract

The Au-catalyzed tandem process of aminoalkynes was explored, providing simple and efficient access to richly functionalized dipyrroloquinoline frameworks with good to excellent yields. The reaction exhibits great efficiency and high atom economy in multiple-bond formation for constructing bioactive azaspiro polycyclic molecules with densely multiple stereogenic centers including quaternary carbons, and shows a broad substrate scope and synthetically important functional group tolerance, which have been illustrated in the first one-step synthesis of incargranine B aglycone and seneciobipyrrolidine (I).

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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