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Issue 3, 2016
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Gold-catalyzed tandem synthesis of bioactive spiro-dipyrroloquinolines and its application in the one-step synthesis of incargranine B aglycone and seneciobipyrrolidine (I)

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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).

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

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Article information


Submitted
06 Nov 2015
Accepted
05 Jan 2016
First published
06 Jan 2016

Org. Chem. Front., 2016,3, 324-329
Article type
Research Article
Author version available

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

C. Ma, X. Li, X. Yu, X. Zhu, Y. Hu, X. Dong, B. Tan and X. Liu, Org. Chem. Front., 2016, 3, 324
DOI: 10.1039/C5QO00354G

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