Issue 9, 2023

Ligand-assisted olefin-switched divergent oxidative Heck cascade with molecular oxygen enabled by self-assembled imines

Abstract

Divergent oxidative Heck reaction has proven to be reliable for the rapid construction of molecular complexity, while olefins switched the outcome that remained underexplored. Herein, olefins tuned the divergent oxidative Heck reaction with O2, enabled by self-assembled imines, which was achieved with site selectivity and stereoselectivity. The compatiblity of strongly coordinating pyridines and quinolines enabled the concise delivery of a selective serotonin 4 receptor ligand, topotecan, and irinotecan analogues.

Graphical abstract: Ligand-assisted olefin-switched divergent oxidative Heck cascade with molecular oxygen enabled by self-assembled imines

Supplementary files

Article information

Article type
Research Article
Submitted
28 Feb 2023
Accepted
21 Mar 2023
First published
22 Mar 2023

Org. Chem. Front., 2023,10, 2128-2137

Ligand-assisted olefin-switched divergent oxidative Heck cascade with molecular oxygen enabled by self-assembled imines

B. Liu, J. Rao, W. Liu, Y. Gao, Y. Huo, Q. Chen and X. Li, Org. Chem. Front., 2023, 10, 2128 DOI: 10.1039/D3QO00316G

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