Issue 5, 2023

Photoredox-catalyzed sequential Dowd–Beckwith ring expansion and C–H functionalization of THIQs

Abstract

An efficient tandem Dowd–Beckwith ring expansion/C–H functionalization of tetrahydroisoquinolines (THIQs) upon photocatalysis is disclosed, providing a unique idea to connect important medium-sized cycloalkanones with THIQ skeletons, along with the construction of an all-carbon quaternary carbon center. This protocol features step- and atom-economy, mild conditions and good functional group tolerance.

Graphical abstract: Photoredox-catalyzed sequential Dowd–Beckwith ring expansion and C–H functionalization of THIQs

Supplementary files

Article information

Article type
Research Article
Submitted
17 dec 2022
Accepted
14 jan 2023
First published
17 jan 2023

Org. Chem. Front., 2023,10, 1147-1152

Photoredox-catalyzed sequential Dowd–Beckwith ring expansion and C–H functionalization of THIQs

H. Xin, L. Guo, M. Yang, C. Guan, Z. Yuan and X. Duan, Org. Chem. Front., 2023, 10, 1147 DOI: 10.1039/D2QO02001G

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