Decarbonylative C(sp<sup>2</sup>)–C(sp<sup>2</sup>) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium/cobalt co-catalysis

He, Chen; Song, Zhiyong; Yao, Wei; Lin, Rui; Ma, Yuanhong

doi:10.1039/d4qo00305e

Org. Chem. Front.

2024

DOI: 10.1039/d4qo00305e

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Decarbonylative C(sp²)–C(sp²) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium/cobalt co-catalysis

Chen He,

Zhiyong Song,

Wei Yao

et al.

Abstract: Transition metal-catalyzed reductive cross-coupling has emerged as a powerful tool for forging C−C bonds. Despite significant advances, decarbonylative reductive coupling of aromatic carboxylic acids derivatives remains a huge challenge. Herein,...

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Cited by 3 publications

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Chemoselective C(sp2)–C(sp2) doubly decarbonylative cross-electrophile coupling enabled by palladium catalysis: Reaction development and mechanism studies

Song,

Zhang,

Jiao

et al. 2024

Journal of Catalysis

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Chemoselective C(sp2)–C(sp2) doubly decarbonylative cross-electrophile coupling enabled by palladium catalysis: Reaction development and mechanism studies

Song,

Zhang,

Jiao

et al. 2024

Journal of Catalysis

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Synthesis of allenones via nickel-catalyzed reductive coupling of propargyl esters with acyl chlorides

Song,

Wang,

et al. 2024

Tetrahedron Chem

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Nickel-Catalyzed Cross-Coupling of Aziridines with Thioesters toward Atom-Economic Synthesis of β-Sulfanyl Amides

Ni,

Liu,

Song

et al. 2024

Org. Lett.

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Thioesters have been recognized as a class of powerful bifunctional reagents, namely, great donors of acyl and sulfide moieties. However, such application in value-added synthesis is still very limited to date. Herein, a nickel-catalyzed cross-coupling reaction system of aziridines with thioesters was developed under redox-neutral and mild conditions. This catalytic method provides an atom-economic route for the synthesis of diverse β-sulfanyl amide derivatives with wide substrate scope (43 examples), good functional group tolerance, and regioselectivity.β-Sulfanyl amides are one of the most valuable scaffolds that are widely distributed in a large number of naturally occurring products and bioactive molecules, such as Nelfinavir, Penicillin, Zofenopril, and Temocapril (Figure 1). 1 Consequently, the

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Decarbonylative C(sp²)–C(sp²) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium/cobalt co-catalysis

Abstract: Transition metal-catalyzed reductive cross-coupling has emerged as a powerful tool for forging C−C bonds. Despite significant advances, decarbonylative reductive coupling of aromatic carboxylic acids derivatives remains a huge challenge. Herein,...

Cited by 3 publications

References 53 publications

Chemoselective C(sp2)–C(sp2) doubly decarbonylative cross-electrophile coupling enabled by palladium catalysis: Reaction development and mechanism studies

Chemoselective C(sp2)–C(sp2) doubly decarbonylative cross-electrophile coupling enabled by palladium catalysis: Reaction development and mechanism studies

Synthesis of allenones via nickel-catalyzed reductive coupling of propargyl esters with acyl chlorides

Nickel-Catalyzed Cross-Coupling of Aziridines with Thioesters toward Atom-Economic Synthesis of β-Sulfanyl Amides

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Decarbonylative C(sp2)–C(sp2) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium/cobalt co-catalysis

Abstract: Transition metal-catalyzed reductive cross-coupling has emerged as a powerful tool for forging C−C bonds. Despite significant advances, decarbonylative reductive coupling of aromatic carboxylic acids derivatives remains a huge challenge. Herein,...

Cited by 3 publications

References 53 publications

Chemoselective C(sp2)–C(sp2) doubly decarbonylative cross-electrophile coupling enabled by palladium catalysis: Reaction development and mechanism studies

Chemoselective C(sp2)–C(sp2) doubly decarbonylative cross-electrophile coupling enabled by palladium catalysis: Reaction development and mechanism studies

Synthesis of allenones via nickel-catalyzed reductive coupling of propargyl esters with acyl chlorides

Nickel-Catalyzed Cross-Coupling of Aziridines with Thioesters toward Atom-Economic Synthesis of β-Sulfanyl Amides

Contact Info

Product

Resources

About

Decarbonylative C(sp²)–C(sp²) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium/cobalt co-catalysis