Xiao-Ying Jia

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Highly selective cross-coupling reactions of 1,1-dibromoethylenes with alkynylaluminums for the synthesis of aryl substituted conjugated enediynes and unsymmetrical 1,3-diynes

RSC Advances (2022)

Kun Wu Chuan Wu Xiao-Ying Jia Lin Zhou Qinghan Li

A highly efficient method for the synthesis of aryl substituted conjugated enediynes and unsymmetrical 1,3-diynes via selective cross-coupling reactions of 1,1-dibromoethylenes with alkynylaluminums has been successfully developed.

Coupling reaction

10.1039/d2ra02127g

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Citations (7)

Recent advances in cross-coupling reactions of trialkoxy titanium reagents (RTi(OR’)3) with electrophilic reagents

Tetrahedron (2023)

Qinghan Li Hong-Liu Xiao Xiao-Ying Jia Jiaxia Pu Lirong Han

Organic Synthesis

Coupling reaction

10.1016/j.tet.2023.133451

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Citations (2)

Research Progress on the Formation of C-C Bonds through Photoinduced Cross-coupling Reactions Involving Katritzky Salts

Mini-Reviews in Organic Chemistry (2024)

Qinghan Li Yaning Han Jiaxia Pu Xiao-Ying Jia Lirong Han

Abstract: In recent years, photochemical organic conversion promoted by visible light has attracted the interest of many organic chemists. Compared with the traditional methods, visible light as the photocatalytic oxidation of renewable energy has been proved to be a mild and powerful tool that can promote the activation of organic molecules through the single electron transfer (SET) process. Katritzky salt has been widely used in organic synthesis and drug preparation due to its convenient synthesis, easy availability of raw materials and high stability. These large Katritzky salts derived from amines can easily generate carbon radicals and conduct various organic conversion reactions. At present, this research has become an important research field of organic synthesis. This paper reviews the research results of coupling reactions of Carbon- Carbon bond formation involving visible light promoted Katritzky salts since 2020, and discusses representative examples and reaction mechanisms.

Coupling reaction

10.2174/0118756298307537240722112735

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Copper-Assisted Palladium Catalyzed the Cross-Coupling Reaction of Alknylalane Reagents with 2-Thiobenzo[D]Thiazoles Via C-S Bond Cleavage

Qinghan Li Hong-Liu Xiao Xiao-Ying Jia Jiaxia Pu Lirong Han

A highly efficient and simple route for the synthesis of 2-alknyl benzo[d]thiazoles has been developed by palladium and copper catalyzed the cross-coupling reaction of 2-thiobenzo[d]thiazoles with (hetero)aromatic and aliphatic alkynylaluminum reagents. Various 2-alkynyl benzo[d]thiazoles derivatives can be obtained with 19-97% isolated yields using 1 mol% PdCl2(dppf)/5 mol% Xanthpos as the catalyst and 3 equiv. CuI as desulfurization agent under mild reaction conditions. The cross-coupling reaction can be carried out smoothly whether the electron-donating or -withdrawing groups on the aromatic ring of organic aluminum reagents or 2-thiobenzo[d]thiazoles derivatives. In addition, one bioactive molecule with 2-alkynyl benzo[d]thiazole skeleton was synthesized. Furthermore, the broad substrates scope and the typical maintenance of vigorous efficiency on gram scale make this protocol a potentially practical method to synthesize 2-alkynylbenzo[d]thiazoles derivatives. On the basis of the experimental results, a possible catalytic cycle has been proposed.

Cleavage (geology)

Bond cleavage

Coupling reaction

10.2139/ssrn.4651063

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The cross-coupling reaction of organoalane reagents with 2-methylthiobenzo[d]thiazolesviaC–S bond cleavage catalyzed by nickel

New Journal of Chemistry (2023)

Xin Jiang Hongliu Xiao Xiao-Ying Jia Jiaxia Pu Lirong Han

Nickel catalyzed cross-coupling reaction of 2-methylthiobenzo[ d ]thiazole with aryl/alkenyl aluminum to obtain various derivatives of 2-(hetero)aryl/2-alkenyl substituted benzo[ d ]thiazoles in 31–94% isolated yields.

Cleavage (geology)

Bond cleavage

Coupling reaction

10.1039/d3nj02026f

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Citations (2)

Highly efficient synthesis of arylsulide derivatives from coupling reaction of aryl titanium reagents with N-aryl thiosuccinimides catalyzed by copper under ligand-free conditions

Journal of Organometallic Chemistry (2024)

Zhihao Zhang Jiaxia Pu Xiao-Ying Jia Jinsong Hou Lirong Han

Coupling reaction

10.1016/j.jorganchem.2024.123192

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Citations (1)

Research Progress in the Synthesis of Benzo[d]pentamembered Heterocyclic Thioethers Containing Two Heteroatoms

Chinese Journal of Organic Chemistry (2024)

Xiao-Ying Jia Jiaxia Pu Lirong Han Qinghan Li

贾小英 a,b 普佳霞 a,b 韩丽荣 a,b 李清寒 * ,a,b ( a 西南民族大学化学与环境学院成都 610041) ( b 西南民族大学国家民委化学基础重点实验室成都 610041) 摘要具有双杂原子的苯并[d]噻唑/

Heteroatom

10.6023/cjoc202306003

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Citations (1)

Synthesis of the 2-alkynyl benzo[b]furanes/benzo[b]thiophenes from the cross-coupling reaction of benzo[b]furanyl/ benzo[b]thiophene aluminum reagents with gem-dibromoolefin derivatives catalyzed by palladium

Tetrahedron (2024)

Jiaxia Pu Jinsong Hou Lirong Han Xiao-Ying Jia Qinghan Li

Furan

Coupling reaction

10.1016/j.tet.2024.134089

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Citations (0)

Palladium-catalyzed Cross-coupling of 2-Benzo[b]thiophene or 2- Benzo[b]furan Aluminum with Heteroaryl or Alkynyl Bromides for the Synthesis of 2-Hetroaryl or Alkynyl Benzo[b]thiophene or Benzo[b]furan Derivatives

Letters in Organic Chemistry (2023)

Meng Liang Jiaxia Pu Xiao-Ying Jia Lirong Han Qinghan Li

Abstract: An alternative method for the synthesis of 2-heteroaryl or alkynyl benzo[b]thiophene or furan derivatives via direct palladium-catalyzed cross-coupling of 2-benzo[b]thiophene or furan aluminum with heteroaryl or alkynyl bromides, respectively, has been successfully developed. This case is remarkable as the same catalytic system could simultaneously produce either 2-substituted benzo[ b]thiophene or furan derivatives.

Furan

10.2174/1570178620666230821142342

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Citations (3)

Ligand-Free, Copper-Catalyzed Coupling Reaction of Aryl Aluminum Reagents with N-Aryl Thiosuccinimides

Letters in Organic Chemistry (2024)

Zhihao Zhang Xiao-Ying Jia Jiaxia Pu Lirong Han Jinsong Hou

: A highly efficient and simple cross-coupling reaction of N-aryl aluminum reagents with Naryl thiosuccinimides for the synthesis of diarylsulide derivatives using CuCl (20 mol%) as a catalyst is reported. Under the optimum reaction conditions, the coupling reaction between aryl aluminum reagents with different substituents and N-aryl thiosuccinimides with different substituents can be carried out smoothly with 18-94% isolated yields of diarylsulides. The method avoids the use of expensive transition metals, such as Pd, Ir, or Rh, phosphine ligands, and has the advantages of simple operation and high reaction efficiency. The structures of all the target compounds are confirmed by 1HNMR and 13CNMR.

Coupling reaction

10.2174/0115701786298931240408083720

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Citations (0)