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Copper-catalyzed asymmetric dearomative alkynylation of isoquinolines

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Abstract

Cu/(Ph-pybox)-catalyzed asymmetric dearomative alkynylation of isoquinolines has been realized in high to excellent enantioselectivities (up to 96% ee) with α-bromoacetophenone as an activator and 1,1′-binaphthyl-2,2′-diyl hydrogenphosphate as an additive. This novel reaction tolerates a wide variety of functional groups and affords enantioenriched C1-alkynyl 1,2-dihydroisoquinolines in high yields and ee under mild conditions.

Graphical abstract: Copper-catalyzed asymmetric dearomative alkynylation of isoquinolines

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Article information


Submitted
09 Jan 2020
Accepted
08 Feb 2020
First published
11 Feb 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Copper-catalyzed asymmetric dearomative alkynylation of isoquinolines

X. Kou, Q. Zhao and Z. Guan, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00041H

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