Issue 13, 2014

Direct sp3 C–H acroleination of N-aryl-tetrahydroisoquinolines by merging photoredox catalysis with nucleophilic catalysis

Abstract

Sequence catalysis merging photoredox catalysis (PC) and nucleophilic catalysis (NC) has been realized for the direct sp3 C–H acroleination of N-aryl-tetrahydroisoquinoline (THIQ). The reaction was performed under very mild conditions and afforded products in 50–91% yields. A catalytic asymmetric variant was proved to be successful with moderate enantioselectivities (up to 83 : 17 er).

Graphical abstract: Direct sp3 C–H acroleination of N-aryl-tetrahydroisoquinolines by merging photoredox catalysis with nucleophilic catalysis

Supplementary files

Article information

Article type
Communication
Submitted
09 Dec 2013
Accepted
28 Jan 2014
First published
28 Jan 2014

Org. Biomol. Chem., 2014,12, 2037-2040

Author version available

Direct sp3 C–H acroleination of N-aryl-tetrahydroisoquinolines by merging photoredox catalysis with nucleophilic catalysis

Z. Feng, J. Xuan, X. Xia, W. Ding, W. Guo, J. Chen, Y. Zou, L. Lu and W. Xiao, Org. Biomol. Chem., 2014, 12, 2037 DOI: 10.1039/C3OB42453G

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