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Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition

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Abstract

An efficient three-component one-pot [3 + 2] cycloaddition of isatins, 1,2,3,4-tetrahydroisoquinolines and methyleneindolinones has been developed. This reaction proceeded in a highly diastereoselective manner to afford a wide range of pyrrolo[1,2-a]isoquinoline-based bispirooxindoles in up to 91% yields. Additionally, a gram-scale experiment and some chemical transformations were conducted.

Graphical abstract: Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition

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Publication details

The article was received on 25 Jun 2018, accepted on 03 Aug 2018 and first published on 03 Aug 2018


Article type: Paper
DOI: 10.1039/C8OB01493K
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition

    J. Guo, Y. Zhao, D. Fang, Q. Wang and Z. Bu, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01493K

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