Palladium-Catalyzed Cross-Electrophile Couplings of Aryl Thianthrenium Salts with Aryl Bromides via C-S Bond Activation

Qian Qian Fu; Yuan Liang; Xiao Xiao Sun; Xue Qiang Chu; Hao Xu; Xiaocong Zhou; Weidong Rao; Zhi Liang Shen

doi:10.1021/acs.orglett.4c03208

Palladium-Catalyzed Cross-Electrophile Couplings of Aryl Thianthrenium Salts with Aryl Bromides via C-S Bond Activation

Qian Qian Fu, Yuan Liang, Xiao Xiao Sun, Xue Qiang Chu, Hao Xu, Xiaocong Zhou, Weidong Rao, Zhi Liang Shen

School of Chemistry and Moleculai Engineering

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

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

Original language	English
Pages (from-to)	8577-8582
Number of pages	6
Journal	Organic Letters
Volume	26
Issue number	40
DOIs	https://doi.org/10.1021/acs.orglett.4c03208
State	Published - 11 Oct 2024

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10.1021/acs.orglett.4c03208

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title = "Palladium-Catalyzed Cross-Electrophile Couplings of Aryl Thianthrenium Salts with Aryl Bromides via C-S Bond Activation",

abstract = "We report here a step-economic and cost-effective cross-electrophile coupling of aryl thianthrenium salts with widely available aryl bromides, which proceeded effectively via C-S bond activation at ambient temperature in THF in the presence of a palladium catalyst, magnesium turnings, and lithium chloride to enable the facile assembly of a wide array of structurally diverse biaryls in modest to good yields with good functional group compatibility. In addition, the gram-scale reaction could also be realized.",

author = "Fu, {Qian Qian} and Yuan Liang and Sun, {Xiao Xiao} and Chu, {Xue Qiang} and Hao Xu and Xiaocong Zhou and Weidong Rao and Shen, {Zhi Liang}",

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year = "2024",

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doi = "10.1021/acs.orglett.4c03208",

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T1 - Palladium-Catalyzed Cross-Electrophile Couplings of Aryl Thianthrenium Salts with Aryl Bromides via C-S Bond Activation

AU - Fu, Qian Qian

AU - Liang, Yuan

AU - Sun, Xiao Xiao

AU - Chu, Xue Qiang

AU - Xu, Hao

AU - Zhou, Xiaocong

AU - Rao, Weidong

AU - Shen, Zhi Liang

PY - 2024/10/11

Y1 - 2024/10/11

N2 - We report here a step-economic and cost-effective cross-electrophile coupling of aryl thianthrenium salts with widely available aryl bromides, which proceeded effectively via C-S bond activation at ambient temperature in THF in the presence of a palladium catalyst, magnesium turnings, and lithium chloride to enable the facile assembly of a wide array of structurally diverse biaryls in modest to good yields with good functional group compatibility. In addition, the gram-scale reaction could also be realized.

AB - We report here a step-economic and cost-effective cross-electrophile coupling of aryl thianthrenium salts with widely available aryl bromides, which proceeded effectively via C-S bond activation at ambient temperature in THF in the presence of a palladium catalyst, magnesium turnings, and lithium chloride to enable the facile assembly of a wide array of structurally diverse biaryls in modest to good yields with good functional group compatibility. In addition, the gram-scale reaction could also be realized.

UR - http://www.scopus.com/inward/record.url?scp=85205903679&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.4c03208

DO - 10.1021/acs.orglett.4c03208

M3 - 文章

C2 - 39348243

AN - SCOPUS:85205903679

SN - 1523-7060

VL - 26

SP - 8577

EP - 8582

JO - Organic Letters

JF - Organic Letters

IS - 40

ER -

Palladium-Catalyzed Cross-Electrophile Couplings of Aryl Thianthrenium Salts with Aryl Bromides via C-S Bond Activation

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