Nickel-Catalyzed\nDesulfurative\nCross-Coupling of Aryl\nIodides with Heteroaromatic Thioethers via C–S Bond Cleavage

Herein, we present a Ni-catalyzed\ndirect cross-coupling of heteroaromatic\nthioethers with aryl iodides via selective C(sp<sup>2</sup>)–S\nbond cleavage under reductive conditions, thereby providing various\nbiaryl frameworks with high efficiency. Mechanistic studies suggested\nMo(CO)<sub>6</sub> played a crucial role in facilitating the activation\nof the C(sp<sup>2</sup>)–S bond. This protocol demonstrated\na wide substrate scope, operational simplicity, and good functional\ngroup compatibility. Furthermore, the utility of this reaction was\nhighlighted by facile scale-up and sequential modification of heteroaryl\nframeworks.

Publication Details

Journal
Figshare
Published
2024-08-15
DOI
https://doi.org/10.1021/acs.joc.4c00678.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Nickel-Catalyzed\nDesulfurative\nCross-Coupling of Aryl\nIodides with Heteroaromatic Thioethers via C–S Bond Cleavage

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Nickel-Catalyzed\nDesulfurative\nCross-Coupling of Aryl\nIodides with Heteroaromatic Thioethers via C–S Bond Cleavage

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Abstract

Herein, we present a Ni-catalyzed\ndirect cross-coupling of heteroaromatic\nthioethers with aryl iodides via selective C(sp<sup>2</sup>)–S\nbond cleavage under reductive conditions, thereby providing various\nbiaryl frameworks with high efficiency. Mechanistic studies suggested\nMo(CO)<sub>6</sub> played a crucial role in facilitating the activation\nof the C(sp<sup>2</sup>)–S bond. This protocol demonstrated\na wide substrate scope, operational simplicity, and good functional\ngroup compatibility. Furthermore, the utility of this reaction was\nhighlighted by facile scale-up and sequential modification of heteroaryl\nframeworks.

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Mycorrhizal Fungi and Plant Interactions
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Nickel-Catalyzed\nDesulfurative\nCross-Coupling of Aryl\nIodides with Heteroaromatic Thioethers via C–S Bond Cleavage · Figshare (2024) | TGRS Research Map | TGRS