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Issue 58, 2019
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Enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel–Crafts reaction

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Abstract

A highly enantioselective aza-Friedel–Crafts reaction of structurally new ketimines with indoles and pyrrole is developed by using a chiral phosphoric acid as the catalyst. This protocol enables the first enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives in good to excellent yields (up to 99% yield) and excellent enantioselectivities (up to >99% ee).

Graphical abstract: Enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel–Crafts reaction

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Publication details

The article was received on 26 May 2019, accepted on 25 Jun 2019 and first published on 25 Jun 2019


Article type: Communication
DOI: 10.1039/C9CC04057A
Chem. Commun., 2019,55, 8478-8481

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    Enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel–Crafts reaction

    Y. You, W. Lu, K. Xie, J. Zhao, Z. Wang and W. Yuan, Chem. Commun., 2019, 55, 8478
    DOI: 10.1039/C9CC04057A

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