Palladium-Catalyzed\nCross-Electrophile Couplings of\nAryl Thianthrenium Salts with Aryl Bromides via C–S Bond Activation

We report here a step-economic and cost-effective cross-electrophile\ncoupling of aryl thianthrenium salts with widely available aryl bromides,\nwhich proceeded effectively via C–S bond activation at ambient\ntemperature in THF in the presence of a palladium catalyst, magnesium\nturnings, and lithium chloride to enable the facile assembly of a\nwide array of structurally diverse biaryls in modest to good yields\nwith good functional group compatibility. In addition, the gram-scale\nreaction could also be realized.

Publication Details

Journal
Figshare
Published
2024-09-30
DOI
https://doi.org/10.1021/acs.orglett.4c03208.s001
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

Palladium-Catalyzed\nCross-Electrophile Couplings of\nAryl Thianthrenium Salts with Aryl Bromides via C–S Bond Activation

Figshare
Sulfur-Based Synthesis Techniques
article

Palladium-Catalyzed\nCross-Electrophile Couplings of\nAryl Thianthrenium Salts with Aryl Bromides via C–S Bond Activation

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Abstract

We report here a step-economic and cost-effective cross-electrophile\ncoupling of aryl thianthrenium salts with widely available aryl bromides,\nwhich proceeded effectively via C–S bond activation at ambient\ntemperature in THF in the presence of a palladium catalyst, magnesium\nturnings, and lithium chloride to enable the facile assembly of a\nwide array of structurally diverse biaryls in modest to good yields\nwith good functional group compatibility. In addition, the gram-scale\nreaction could also be realized.

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Sulfur-Based Synthesis Techniques
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Palladium-Catalyzed\nCross-Electrophile Couplings of\nAryl Thianthrenium Salts with Aryl Bromides via C–S Bond Activation · Figshare (2024) | TGRS Research Map | TGRS