期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 2, 页码 1000-1010出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02584
关键词
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资金
- Australian Research Council [DE150100517]
- Australian Research Council [DE150100517] Funding Source: Australian Research Council
Structural modification of the tetrahydroisoquinoline (THIQ) framework is of significant interest to organic chemists due to its central role in heterocyclic and medicinal chemistry. Here we demonstrate an efficient metal-free method for the oxidative functionalization of THIQs at the Cl position, which is amenable to a diverse range of C-C coupling reactions. These reactions proceed through a hydride abstraction involving the tropylium ion followed by quenching the generated iminium intermediates with nucleophiles to afford THIQ derivatives with excellent efficiencies and interesting selectivities.
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