Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Phosphates with Aryl Bromides

Jing Ao Ren; Xue Chen; Chao Gui; Chengping Miao; Xue Qiang Chu; Hao Xu; Xiaocong Zhou; Mengtao Ma; Zhi Liang Shen

doi:10.1002/adsc.202300663

Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Phosphates with Aryl Bromides

Jing Ao Ren, Xue Chen, Chao Gui, Chengping Miao, Xue Qiang Chu, Hao Xu, Xiaocong Zhou, Mengtao Ma, Zhi Liang Shen

School of Chemistry and Moleculai Engineering

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

24 Scopus citations

Abstract

A step-economical and operationally simple nickel-catalyzed cross-electrophile coupling of aryl phosphates with aryl bromides through C−O bond cleavage, which precluded the employment of relatively moisture-labile and unreadily available organometallics, was developed. The reaction proceeded smoothly in the presence of magnesium turnings and lithium chloride in THF to afford the corresponding biaryls in moderate to good yields with reasonable functionality tolerance.

Original language	English
Pages (from-to)	2511-2515
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	365
Issue number	15
DOIs	https://doi.org/10.1002/adsc.202300663
State	Published - 10 Aug 2023

Keywords

aryl phosphate
biaryl
cross-electrophile coupling
lithium chloride
magnesium
nickel

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10.1002/adsc.202300663

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title = "Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Phosphates with Aryl Bromides",

abstract = "A step-economical and operationally simple nickel-catalyzed cross-electrophile coupling of aryl phosphates with aryl bromides through C−O bond cleavage, which precluded the employment of relatively moisture-labile and unreadily available organometallics, was developed. The reaction proceeded smoothly in the presence of magnesium turnings and lithium chloride in THF to afford the corresponding biaryls in moderate to good yields with reasonable functionality tolerance.",

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author = "Ren, {Jing Ao} and Xue Chen and Chao Gui and Chengping Miao and Chu, {Xue Qiang} and Hao Xu and Xiaocong Zhou and Mengtao Ma and Shen, {Zhi Liang}",

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T1 - Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Phosphates with Aryl Bromides

AU - Ren, Jing Ao

AU - Chen, Xue

AU - Gui, Chao

AU - Miao, Chengping

AU - Chu, Xue Qiang

AU - Xu, Hao

AU - Zhou, Xiaocong

AU - Ma, Mengtao

AU - Shen, Zhi Liang

PY - 2023/8/10

Y1 - 2023/8/10

N2 - A step-economical and operationally simple nickel-catalyzed cross-electrophile coupling of aryl phosphates with aryl bromides through C−O bond cleavage, which precluded the employment of relatively moisture-labile and unreadily available organometallics, was developed. The reaction proceeded smoothly in the presence of magnesium turnings and lithium chloride in THF to afford the corresponding biaryls in moderate to good yields with reasonable functionality tolerance.

AB - A step-economical and operationally simple nickel-catalyzed cross-electrophile coupling of aryl phosphates with aryl bromides through C−O bond cleavage, which precluded the employment of relatively moisture-labile and unreadily available organometallics, was developed. The reaction proceeded smoothly in the presence of magnesium turnings and lithium chloride in THF to afford the corresponding biaryls in moderate to good yields with reasonable functionality tolerance.

KW - aryl phosphate

KW - biaryl

KW - cross-electrophile coupling

KW - lithium chloride

KW - magnesium

KW - nickel

UR - http://www.scopus.com/inward/record.url?scp=85164994399&partnerID=8YFLogxK

U2 - 10.1002/adsc.202300663

DO - 10.1002/adsc.202300663

M3 - 文章

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SN - 1615-4150

VL - 365

SP - 2511

EP - 2515

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 15

ER -

Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Phosphates with Aryl Bromides

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