N-Aryl Tetrahydroisoquinolines as Both Reagents and Substrates for Coupling with Alkyl Halides

-aryl tetrahydroisoquinoline molecule is converted into an iminium intermediate after the XAT event, which functions as an endogenous coupling partner to capture the alkyl radicals, ultimately forming C-C bonds. This transformation proceeds under redox-neutral conditions without external XAT reagents or stoichiometric reductants.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-04-22
DOI
https://doi.org/10.1021/acs.joc.5c02930
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

N-Aryl Tetrahydroisoquinolines as Both Reagents and Substrates for Coupling with Alkyl Halides

Si-Yu You, Zhi Guan, Jie Huang, Yan-Hong He
The Journal of Organic Chemistry
Radical Photochemical Reactions
article

N-Aryl Tetrahydroisoquinolines as Both Reagents and Substrates for Coupling with Alkyl Halides

Si-Yu You, Zhi Guan, Jie Huang, Yan-Hong He
article en

Abstract

-aryl tetrahydroisoquinoline molecule is converted into an iminium intermediate after the XAT event, which functions as an endogenous coupling partner to capture the alkyl radicals, ultimately forming C-C bonds. This transformation proceeds under redox-neutral conditions without external XAT reagents or stoichiometric reductants.

The Journal of Organic ChemistryVol. 91(17)
Southwest University (CN), Chongqing Municipal Government (CN)
National Natural Science Foundation of China, Southwest University
Clean water and sanitation
Openalex Percentile: Top 19%
Radical Photochemical Reactions
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