Catalyst-free intramolecular radical cyclization cascades initiated by the direct homolysis of Csp3–Br under visible light

A visible light-driven carbon–carbon bond-forming cyclization cascade under metal- and catalyst-free conditions has been reported. The cascade is initiated through a transient alkyl radical intermediate that is formed by the direct homolysis of Csp3–Br under visible light, affording a series of 3-su...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2023-01, Vol.25 (10), p.3989-3994
Main Authors: Huang, Panyi, Zhiyang Yan, Ling, Jiaxin, Li, Peixuan, Wang, Jiayang, Li, Jianjun, Sun, Bin, Jin, Can
Format: Article
Language:English
Subjects:
Carbon
Carbon cycle
Catalysts
Chemical synthesis
Controllability
Green chemistry
Polycyclic compounds
Regioselectivity
Stereoselectivity
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Summary:A visible light-driven carbon–carbon bond-forming cyclization cascade under metal- and catalyst-free conditions has been reported. The cascade is initiated through a transient alkyl radical intermediate that is formed by the direct homolysis of Csp3–Br under visible light, affording a series of 3-substituted chroman-4-ones. Crucially, this work exhibited a facile and effective strategy for building three-dimensional polycyclic compounds using two-dimensional long-chain compounds as building blocks. The protocol has significant advantages such as high diastereoselectivity, high regioselectivity, metal- and catalyst-free, mild reaction conditions, controllable synthesis, and operational simplicity.
ISSN:1463-9262
1463-9270
DOI:10.1039/d3gc00304c