Synthesis of phenanthridines by I2-mediated sp3 C–H amination

An I2-mediated synthesis of phenanthridines via intramolecular sp3 C–H amination of readily accessible aniline precursors is reported. The present synthetic process is straightforward and applicable to a broad variety of unprotected aniline substrates, and provides facile and efficient access to phe...

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Published inOrganic & biomolecular chemistry Vol. 18; no. 17; pp. 3312 - 3323
Main Authors Fang, Benyao, Hou, Jiao, Tian, Jinyue, Yu, Wenquan, Chang, Junbiao
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 06.05.2020
Subjects
Amination
Aniline
Crystallography
NMR
Nuclear magnetic resonance
Phenanthridine
Substrates
Synthesis
Transition metals
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Summary:An I2-mediated synthesis of phenanthridines via intramolecular sp3 C–H amination of readily accessible aniline precursors is reported. The present synthetic process is straightforward and applicable to a broad variety of unprotected aniline substrates, and provides facile and efficient access to phenanthridine derivatives. This C–H amination protocol does not use transition metals, is operationally simple, and can be achieved on a gram scale.
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ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob00433b