MONATSHEFTE FUR CHEMIE
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2020
·Vol. 151
·期 1
·99-106
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IF 1.349
Li Nutao,Chen Feng,Wang Guanghui,Zeng Qingle
Abstract A ligand-free copper-catalyzed C–P cross-coupling reaction of arylmethyl quaternary ammonium salts and diarylphosphine oxides in air is developed. Arylmethyl quaternary ammonium salts with various functional groups and a variety of dialkyl- and diarylphosphine oxides afford C–P cross-coupling products with good yields. This protocol requires no inert atmosphere, no ligand, and simple operation steps. Graphic abstract
研究领域:
有机化学
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合成化学
✓ 已验证
DOI
高影响因子
JOURNAL OF CHEMICAL RESEARCH
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2021
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IF 0.782
Chun-Jing Li
We report a direct cross-coupling reaction between (het)aryl pivalates/tosylates and di(het)arylzinc species in 2-methyltetrahydrofuran/N-methyl pyrrolidone (1:1), which occurs via C–O bond cleavage under microwave irradiation. The reaction takes place smoothly in short reaction times without the addition of any catalyst or ligand. The reaction is suitable for a broad scope of substrates and exhibits good functional group compatibility, utilizes a simple work-up procedure, and gives the desired products in high purity.
研究领域:
有机化学
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合成化学
✓ 已验证
DOI
高影响因子
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
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2024
·
IF 1.3
Li Ziling,Shi Chundiao,Xiang Shengchang,Liu Chulong,Zheng Ximing
As an oral Janus kinase 1 inhibitor, upadacitinib shows good activity in the treatment of rheumatoid arthritis, especially for other drug-resistant and refractory rheumatoid arthritis patients. A key step in the synthesis of upadacitinib is the introduction of ethyl on the pyrroline ring. Here, a FeCl3/p-aminophenol catalyst system was used to increase the ethyl introduction for synthesis of pyrroline building blocks of upadaticinib. This catalytic system allows milder reaction conditions and increases the yield of this step by 25% compared to the existing reports, and the scale-up experiment is still effective. In addition, a possible FeII/FeIV catalytic mechanism for this reaction was also proposed.
研究领域:
有机化学
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药物化学
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催化反应机制
✓ 已验证
DOI
高影响因子
ORGANIC & BIOMOLECULAR CHEMISTRY
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2020
·Vol. 18
·期 6
·1073-1077
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IF 3.412
Lingchun Zhang,Yanle Chu,Peizhi Ma,Shujuan Zhao,Qiaoyan Li,Boya Chen,Xuejiao Hong,Jun Sun
In this report, we describe a simple visible light-triggered Barbier-type reaction by employing acetenyl ketones with benzyl trifluoroborates. Through a radical–radical cross-coupling process, this photocatalytic protocol furnished a wide range of tertiary propargyl alcohols. Mechanistic investigation indicated that proton-coupled electron transfer (PCET) might be involved in the photochemical transformations.
研究领域:
有机化学
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光化学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
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2025
·
IF 3.6
Yang Zhu,Guisheng Deng
The I2-catalyzed reaction of 1-(2-hydroxyphenyl)-propargyl alcohols with indoles and subsequent treatment with K2CO3 provided (benzofuran-3-yl)-1H-indoles in good to excellent yields with high regioselectivity. This one-pot and two-step strategy proved to be suitable for a wide range of substrates except for aliphatic alkynyl alcohols as well as the indoles bearing N-protected groups such as the Ts group possessing strong electron-withdrawing feature. The reaction procedure involved a cross-coupling and the construction of a benzofuran framework via 5-exo-dig cyclization.
研究领域:
有机化学
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合成化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Nanomaterials
·
2024
·Vol. 14
·期 21
·1690
·
IF 4.4
Shihao Cui,Dejian Xu,Zhiyuan Wang,Libo Wang,Yikun Zhao,Wei Deng,Qingshan Zhao,Mingbo Wu
Palladium (Pd) catalysts play a crucial role in facilitating Suzuki cross-coupling reactions for the synthesis of valuable organic compounds. However, conventional heterogeneous Pd catalysts often encounter challenges such as leaching and deactivation during reactions, leading to reduced catalytic efficiency. In this study, we employed an innovative intercalation templating strategy to prepare two-dimensional carbon nanosheets with high nitrogen doping derived from petroleum asphalt, which were utilized as a versatile support for immobilizing Pd nanoparticles (Pd/N-CNS) in efficient Suzuki cross-coupling reactions. The results indicate that the anchoring effect of high-pyridinic N species on the two-dimensional carbon nanosheets enhances interactions between Pd and the support, effectively improving both the dispersibility and stability of the Pd nanoparticles. Notably, the Pd/N-CNS catalyst achieved an overall turnover frequency (TOF) of 2390 h−1for the Suzuki cross-coupling reaction under mild conditions, representing approximately a nine-fold increase in activity compared to commercial Pd/C catalysts. Furthermore, this catalyst maintained an overall TOF of 2294 h−1even after five reaction cycles, demonstrating excellent stability. Theoretical calculations corroborate these observed enhancements in catalytic performance by attributing them to improved electron transfer from Pd to the support facilitated by abundant pyridinic N species. This work provides valuable insights into feasible strategies for developing efficient catalysts aimed at sustainable production of biaromatic compounds.
研究领域:
材料科学
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催化化学
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有机合成
✓ 已验证
产品关联
DOI
PubMed
高影响因子
ACS Applied Materials & Interfaces
·
2020
·
IF 8.758
Zhaozhan Wang,C. Bal Reddy,Xin Zhou,Jessica Juweriah Ibrahim,Yong Yang
Herein, we report first a novel phosphine-containing porous organic cage (PPOC) from a [2 + 3] self-assembly of triphenyl phosphine-based trialdehyde and (S,S)-1,2-diaminocyclohexane via dynamic imine chemistry, which was employed as a porous material for the controlled growth of palladium nanoparticles (NPs) due to the strong affinity of Pd to the phosphine ligand based on the principle of hard and soft acids and bases. Comprehensive characterizations including X-ray diffraction, transmission electron microscopy, X-ray photoelectron spectroscopy, NMR, and X-ray absorption spectroscopy reveal that ultrafine Pd NPs with narrow size distribution (1.7 ± 0.3 nm) and enhanced surface electronic density via a strong interaction between NPs and phosphine were homogeneously dispersed in the PPOC. The resultant catalyst Pd@PPOC exhibits remarkably superior catalytic activities for various cross-coupling reactions of aryl halides, for example, Sonogashira, Suzuki, Heck, and carbonylation. The catalytic activity of Pd@PPOC outperforms the state-of-the-art Pd complexes and other Pd NPs supported on N-containing porous cages under identical conditions, owing to the enhanced surface electronic density of Pd NPs and their high stability and dispersibility in solution. More importantly, Pd@PPOC is highly stable and easily recycled and reused without loss of their catalytic activity. This work provides a new functional POC with extended potentials in catalysis and material science.
研究领域:
材料科学
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催化化学
✓ 已验证
DOI
高影响因子
TETRAHEDRON
·
2015
·
IF 2.641
Juyou Lu,Hong Wan,Yunna Xue,Yongmei Du,Jian Lu
A convenient and efficient Ni-catalyzed reaction has been developed for synthesis of mono-substituted o -carboranes, involving cross-coupling of readily available and sterically hindered 1-bromomethyl- o -carborane with various alkyl and aryl Grignard reagents under mild conditions, and the corresponding o -carborane derivatives were obtained in good to excellent yields. This method should provide a new strategy for construction of diverse and useful functionalized boron cluster compounds for medicinal chemistry and material chemistry.
研究领域:
有机化学
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材料化学
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药物化学
✓ 已验证
DOI
高影响因子
TETRAHEDRON
·
2024
·
IF 2.1
Ling-Juan Tang,Shun-Jun Ji,Zhong-Jian Cai
The monofluoroalkenes are found widespread applications in areas such as bioactive molecules, materials science and synthetic organic chemistry, therefore, investigating efficient methodologies to construct monofluoroalkenes is still in demand. In this paper, we reported an efficient synthesis of monofluoroalkenyl substituted pyranones/pyridones by using the gem -difluorocyclopropanes ( gem -DFCPs) as monofluoroalkenyl precursors. In the presence of Palladium catalyst, the monofluoroalkenyl group was introduced into the C3 positions of pyranones/pyridones successfully. The reaction was featured with high regioselectivity, mild conditions, broad substrate scope, easy to scale up synthesis, which provided a novel avenue for the late-stagy modification of pyranones/pyridones.
研究领域:
有机化学
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药物化学
✓ 已验证
DOI
高影响因子
CATALYSIS COMMUNICATIONS
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2014
·
IF 3.32
Man Wang,Xiaobin Yuan,Hongyu Li,Limin Ren,Zhizhong Sun,Yanjun Hou,Wenyi Chu
An efficient strategy for the nickel-catalysed synthesis of biaryls and terphenyls has been developed in environmentally-friendly reaction media. In the presence of β-diketone and PPh 3 ligands, Ni(TFA) 2 acted as an effective catalyst for the Suzuki–Miyaura cross-coupling of aryl halides and arylboronic acids in an ionic liquid solution. Biaryls and terphenyls were obtained in good yields under this catalytic system.
研究领域:
有机化学
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环境化学
✓ 已验证
DOI
高影响因子
Sustainable Chemistry and Pharmacy
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2025
·
IF 5.8
Min Li,Xueyan Hu,Jiang Gao,Yongxue Guo,Cui Wang
This article introduces a palladium catalyst supported on a core-shell composite carrier with high stability and excellent recyclable, along with its application in Suzuki cross-couplings. By combining the high stability of silica with the charge effect of graphene oxide's laminar structure, nanosized graphene oxide (NGO)-coated aminated silica (AP-SiO 2 ) was utilized as a support material. An imidazole ligand (Lmd) was modified on the support surface to serve as a σ-donor for stabilizing and loading palladium nanoclusters, thereby designing a heterogeneous catalyst with a core-shell structure (AP-SiO 2 @NGO/Lmd-Pd). A series of analytical methods confirmed the core-shell structure of the catalyst, as well as the high dispersion of palladium nanoclusters on the support. The TGA curves demonstrated that the catalyst exhibited high thermal stability. The catalyst exhibited exceptional performance in catalyzing the Suzuki cross-couplings. It achieved a near 100 % yield within 20 min using only 0.5 mol% of the catalyst under optimal conditions. It also exhibited good universality in coupling reactions with diverse aryl halides and phenylboronic acid derivatives. Additionally, the catalyst maintained its activity even after being reused up to 10 cycles.
研究领域:
化学
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材料科学
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催化反应
✓ 已验证
产品关联
DOI
高影响因子
INORGANICA CHIMICA ACTA
·
2015
·
IF 2.046
Wei-Guo Jia,Dan-Dan Li,Cuiping Gu,Yuan-Chen Dai,Ying-Hua Zhou,Guozan Yuan,En-Hong Sheng
Binuclear [{(DMOX)CdCl} 2 ( μ -Cl) 2 ] (DMOX = 4,5-dihydro-2-(4,5-dihydro-4,4-dimethyloxazol-2-yl)-4,4-dimethyl-oxazole) ( 1 ) and mononuclear [(Dm-Pybox)CdCl 2 ] (Dm-Pybox = 2,6-bis[4′,4′-dimethyloxazolin-2′-yl]pyridine) ( 2 ) were obtained by reacting CdCl 2 with DMOX and Dm-Pybox ligands, respectively. In the solid state, the supramolecular structures of 1 and 2 feature helical chains fabricated by C–H⋯Cl hydrogen bond interactions. The C–N cross-coupling reactions catalyzed by the two complexes were also investigated in homogeneous system. The results show that binuclear complex 1 exhibit significantly enhanced catalytic activity for C–N cross-coupling reactions.
研究领域:
化学
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材料科学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）