Intramolecular Hydrogen Atom Transfer Hydroarylation of Alkenes toward δ‑Lactams Using Cobalt-Photoredox Dual Catalysis

Intramolecular hydroarylation of alkenes through hydrogen atom transfer (HAT) represents a robust method to prepare benzo-fused heterocycles. However, the reported methods have limitations in a variety of accessible cyclic scaffolds. Here we report a dual cobalt- and photoredox-catalyzed HAT hydroar...

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Published inOrganic letters Vol. 24; no. 12; pp. 2441 - 2445
Main Authors Yamaguchi, Yuto, Seino, Yusuke, Suzuki, Akihiko, Kamei, Yuji, Yoshino, Tatsuhiko, Kojima, Masahiro, Matsunaga, Shigeki
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 01.04.2022
Subjects
Alkenes
Catalysis
Cobalt
Hydrogen
Lactams
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Summary:Intramolecular hydroarylation of alkenes through hydrogen atom transfer (HAT) represents a robust method to prepare benzo-fused heterocycles. However, the reported methods have limitations in a variety of accessible cyclic scaffolds. Here we report a dual cobalt- and photoredox-catalyzed HAT hydroarylation of alkenes that is characterized by higher efficiency in the synthesis of a δ-lactam compared to established protocols. The proposed mechanism is supported by experiments and DFT calculations.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c00700