Visible-Light-Induced Intramolecular Radical Cyclization\nfor the Synthesis of Benzimidazo-isoquinolineones and Pyrrolidones

A visible-light-induced\nradical cyclization of α-brominated\namides has been developed to construct benzimidazole[2,1-<i>a</i>]isoquinolin-6(5<i>H</i>)-ones and pyrrolidonesin in yields\nup to 97%. The methodology exhibits a certain functional-group compatibility\nwith 43 examples and operational simplicity, offering a rapid and\nconcise approach to obtain five- and six-membered rings under the\nirradiation of 18 W blue LED. Additionally, large-scale reaction of\nthis method for synthesizing benzimidazo-isoquinolineones and the\nfurther transformations to useful pyrrolidones were also conducted\nand afforded positive results.

Publication Details

Journal
Figshare
Published
2024-12-12
DOI
https://doi.org/10.1021/acs.orglett.4c04292.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Visible-Light-Induced Intramolecular Radical Cyclization\nfor the Synthesis of Benzimidazo-isoquinolineones and Pyrrolidones

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Visible-Light-Induced Intramolecular Radical Cyclization\nfor the Synthesis of Benzimidazo-isoquinolineones and Pyrrolidones

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Abstract

A visible-light-induced\nradical cyclization of α-brominated\namides has been developed to construct benzimidazole[2,1-<i>a</i>]isoquinolin-6(5<i>H</i>)-ones and pyrrolidonesin in yields\nup to 97%. The methodology exhibits a certain functional-group compatibility\nwith 43 examples and operational simplicity, offering a rapid and\nconcise approach to obtain five- and six-membered rings under the\nirradiation of 18 W blue LED. Additionally, large-scale reaction of\nthis method for synthesizing benzimidazo-isoquinolineones and the\nfurther transformations to useful pyrrolidones were also conducted\nand afforded positive results.

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Mycorrhizal Fungi and Plant Interactions
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Visible-Light-Induced Intramolecular Radical Cyclization\nfor the Synthesis of Benzimidazo-isoquinolineones and Pyrrolidones · Figshare (2024) | TGRS Research Map | TGRS