JOURNAL OF ORGANIC CHEMISTRY
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2024
·
IF 3.3
Yan-Ling Liu,Xian-Chen He,Jie Gao,Ke-Rong Li,Kai Chen,Hao-Yue Xiang,Hua Yang
Herein, visible light-induced, nickel-catalyzed direct functionalization of the Hantzsch esters (HEs) with readily accessible alkyl bromides has been successfully achieved by taking advantage of HE as the reductant and substrate through an aromatization-dearomatization process. In this strategy, the single electron reduction of alkyl bromides by reactive Ni(I) species is essential for the success of this late-stage transformation. A wide range of 4-alkyl-1,4-dihydropyridines were rapidly assembled in moderate to good yields under mild conditions, rendering this photoinduced approach attractive for synthetic and medicinal chemistry.
研究领域:
有机化学
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光化学
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催化
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合成方法学
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药物化学
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DOI
高影响因子
JOURNAL OF VENOMOUS ANIMALS AND TOXINS INCLUDING TROPICAL DISEASES
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2022
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IF 2.293
Fu Ying,Zhang Yu,Ju Shuang,Ma Bokai,Huang Wenwen,Luo Sulan
Background: Conopeptides from cone snail venom have aroused great interest related to the discovery of novel bioactive candidates, due to their excellent prospects for the treatment of various health problems such as pain, addiction, psychosis and epilepsy. In order to explore novel biopeptides, we investigated the structure and function of five novel conopeptides isolated from the venom of Conus marmoreus from South China Sea. Methods: C. marmoreus crude venom was prepared, fractionated and purified by HPLC system. The primary sequences of the five novel disulfide-poor conopeptides Mr-1 to Mr-5 were identified by comprehensive analysis of de novo MALDI-TOF tandem mass spectrometry and Edman degradation data. In order to investigate their function, these five conopeptides were synthesized by Fmoc-SPPS chemistry, and their biological effects at several heterologous rat nicotinic acetylcholine receptor (nAChR) subtypes (α1β1δε, α3β2, α3β4, α4β2) were determined by electrophysiological technique. Results: Five novel disulfide-poor conopeptides were identified and named as follows: Mr-1 (DWEYHAHPKPNSFWT), Mr-2 (YPTRAYPSNKFG), Mr-3 (NVIQAPAQSVAPP NTST), Mr-4 [KENVLNKLKSK(L/I)] and Mr-5 [NAVAAAN(L/I)PG(L/I)V]. None of them contains a disulfide bond. The sequences of conopeptides Mr-2 to Mr-5 do not belong to any category of the known disulfide-poor conopeptides. No significant activity against the above nAChR subtypes were observed for the five conopeptides at 100 µM. Conclusion: We purified and structurally characterized five novel disulfide-poor conopeptides from C. marmoreus crude venom and first investigated their nAChR inhibitory effects. This work expanded our knowledge on the structure and function of disulfide-poor conopeptides from this cone snail venom.
研究领域:
药理学
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生物化学
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毒素学
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神经科学
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DOI
PubMed
高影响因子
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY
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2024
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IF 3.1
Guanru Chen,Fengjian Chu,Shuheng Zhang,Wangyu Li,Shiwen Zhou,Wei Wei,Weiwei Chen,Xiaozhi Wang,Lei Yue,Hongru Feng,Yanli Cui,Yuanjiang Pan
C–H bond ortho-substitution reaction has always been a significant and challenging topic in organic chemistry. We proposed a synthesis method based on microwave plasma torches. High-resolution mass spectrometry was used to monitor rapid reaction products. 2-Alkylbenzimidazole can be formed through the reaction of phenylnitrenium ion and nitriles on a millisecond scale. This reaction can achieve the one-step formation of benzimidazoles from benzene ring single-substituted compounds without the addition of external oxidants or catalysts. A similar C–H bond activation reaction can be accomplished with ketones. Meanwhile, the microwave plasma reactor was modified, and the resulting 2-methylbenzimidazole was successfully collected, indicating the device has good application potential in organic reactions such as C–H bond activation reaction.
研究领域:
有机化学
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合成化学
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分析化学
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产品关联
DOI
PubMed
高影响因子
SYNTHETIC COMMUNICATIONS
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2024
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IF 1.8
Xiaoyun Ma,Xiaoyan Wan,Jun Zhao
A method for the preparation of nitriles from primary amides using trichloroacetonitrile and a catalytic amount of cupric acetate is described. Using this method, amides including aromatic amides, aromatic heterocyclic amides and aliphatic amides were converted into the corresponding nitriles in moderate to good yields. Trichloroacetonitrile reacted with amide in the presence of cupric acetate to form trichloroacetamide, which has been isolated and confirmed.
研究领域:
有机化学
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合成化学
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DOI
高影响因子
Reactions
·
2024
·Vol. 5
·期 4
·812-822
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IF 2.2
Joseph Dean,Natalia Buckler Reinoso,Francesco Spiedo,Carola Romero Fernández,Bhaven Patel
Flow chemistry has shown significant versatility over the last two decades, offering advantages in efficiency, scalability, and sustainability. In this study, the continuous stirred tank reactor (CSTR) was used to optimise the synthesis of α-hydroxyphosphonates via the Pudovik reaction and their subsequent conversion to phosphates through the phospha-Brook rearrangement. The study highlights that using CSTRs allows for better control over reaction parameters, leading to reduced reaction times and improved yields compared to traditional batch methods. The optimised conditions successfully facilitated a range of organophosphates, including electron-rich and electron-poor derivatives, with high efficiency. Additionally, a one-pot tandem process combining the Pudovik reaction and the phospha-Brook rearrangement was developed, reducing reaction times to two hours while maintaining comparable yields. This work demonstrates the potential of CSTRs in flow chemistry for synthesising complex organophosphorus compounds, achieving higher reaction yields and shorter reaction times, highlighting the effectiveness of continuous flow methodologies.
研究领域:
有机化学
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合成化学
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流程优化
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DOI
高影响因子
JOURNAL OF FLUORINE CHEMISTRY
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2024
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IF 1.7
Ye-lin Liu,Xiao-Yu Geng,Min Jiang,Jin-Tao Liu
The perfluoroalkylthiolation reactions of thiols with perfluoroalkanesulfenic acids were achieved without adding any additives, giving a series of unsymmetric disulfides in good to excellent yields. After simple removal of solvent from reaction system under reduced pressure, most products could be obtained with high purity. The reaction tolerates both aryl and alkyl thiols and has advantages such as easy-to-handle, additive-free and simple separation procedure.
研究领域:
有机化学
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合成化学
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DOI
高影响因子
APPLIED ORGANOMETALLIC CHEMISTRY
·
2020
·Vol. 35
·期 1
·e6073
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IF 3.14
Jianyu Dong,Xiuling Chen,Fangyan Ji,Lixin Liu,Lebin Su,Min Mo,Jian-Sheng Tang,Yongbo Zhou
A simple and direct aerobic oxidative esterification reaction of arylacetonitriles with alcohols/phenols is achieved in the presence of a copper salt and molecular oxygen, which produces a broad range of aryl carboxylic acid esters in good to high yields. Copper salt plays multiple roles in the transformation, which allows the oxygenation of C H bond, cleavage of inert C C bond, and formation of C O bond in one pot without the assistance of any of the acids, bases, ligands, and so on. The reaction provides a simple, direct, and efficient protocol towards functionalized esters, especially aryl benzoates, from readily available starting materials.
研究领域:
有机化学
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合成化学
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DOI
高影响因子
Asian Journal of Organic Chemistry
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2022
·Vol. 11
·期 8
·e202200318
·
IF 3.116
Xingxing Cai,Jiahui Fu,Li Gu,Dongping Cheng,Hong Wang,Xiaoliang Xu
Graphical A visible light-promoted cascade reaction of acryloylbenzamides with carboxylic acids and α-imino oxy acid is established. A series of 4-substituted isoquinolindiones are obtained in satisfied yields. A metal-free and mild cascade reaction of acryloylbenzamides with carboxylic acids and α-imino oxy acid is developed. It undergoes decarboxylation, radical addition, and intramolecular cyclization in the presence of visible light, providing 4-substituted-isoquinoline-1,3(2H,4H)-diones in moderate to good yields.
研究领域:
有机化学
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合成化学
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DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
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2020
·
IF 4.335
Haiyun Peng,Yu Zhang,Yang Zhu,Guisheng Deng
We report the synthesis of 4-(furan-2-yl)-3,4-dihydro-2H-pyrrol-2-one derivatives. In this approach, two core structures, the furan ring and 3,4-dihydro-2H-pyrrol-2-one, are constructed via silver(I)-catalyzed cascade cyclization/cyclopropanation/ring-cleavage/nucleophilic substitution reaction of enynones with enamines. A reasonable mechanism has been proposed. This method possesses some advantages such as high chemoselectivity, mild reaction conditions, simple operation, and short reaction time.
研究领域:
有机化学
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合成化学
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DOI
PubMed
高影响因子
Journal of Flow Chemistry
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2025
·
IF 2
Zhao Hang,Xiao Xiao,Hao Runqi,Chen Dan,Ke Jiawei,Liu Minjie,Wan Li,Chen Fener
1-Chloro-3-methyl-2-butene is an important synthetic precursor or alkylating agent in the preparation of various bioactive chemicals and essential nutrients for human beings. A flow surface-mediated HCl in situ generation and subsequent hydrochlorination of isoprene were realized in the PTFE tubing reactor and the packed-bed reactor separately. Up to 86% isolated yield of 1-chloro-3-methyl-2-butene was achieved in the packed-bed reactor by performing the flow hydrochlorination at -15 °C within a 15 min residence time in the presence of 0.5 equiv. SOCl 2 . The in-line recycling and regenerating of solid proton donor Al 2 O 3 were accomplished via simple washing with DCM and MeOH in sequence, the activity of Al 2 O 3 filled in the packed-bed reactor maintain consistent on the isolated yield of 1-chloro-3-methyl-2-butene after ten times consecutive reutilization. The flow platform consisting of two parallel packed-bed reactors were assembled for the continuous synthesis of desired 1-chloro-3-methyl-2-butene without interruption through delicate coordinating opening direction of a series of three-way valves. Long-term stability and reliability were demonstrated by continuous running the designed cyclic rotation system for 10 h, the targeted hydrochlorination product was furnished in 91–93% yield. Graphical abstract Continuous-flow synthesis of prenyl chloride was enabled by cross-sequential utilization strategy using two parallel packed-bed reactors and precise alternating a series of three-way valves opening direction.
研究领域:
有机化学
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合成化学
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产品关联
DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
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2024
·
IF 3.3
Xiaobin You,Ying Yao,Pengyutian Liu,Lu Chen,Yubao Xie,Guofeng Li,Liang Hong
The development and utilization of new dienes and dienophiles for the controlled synthesis of isoquinuclidines is highly appealing. Herein, we describe a novel strategy for diastereoselective synthesis of indoline-fused isoquinuclidines via copper-catalyzed dearomative Diels–Alder reaction of cyclic amidines with indoles. This protocol avoids the use of unstable DHPs and activated alkenes, offering a more efficient and selective approach to synthesize isoquinuclidines.
研究领域:
有机化学
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催化
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合成化学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF APPLIED POLYMER SCIENCE
·
2024
·
IF 2.7
Wenjin Wang,Chuanjiang Zhou,Jiangping Guo,Yijia Yu,Wenjuan Xia,Zhaoqiang Wu,Hong Chen
With the demand for the development of lipid–polymer conjugates (LPCs) for biomedical applications, the development of novel, rapid, and efficient methods for the synthesis of LPCs is of great significance. In this study, a novel Y-type photoinitiator (Lipid-PI) containing a diacylglycerol group was first synthesized, and then the polymerization of conjugated vinyl monomers such as oligoethylene glycol methyl ether methacrylate (OEGMA) and N,N -dimethylacrylamide could be rapidly initiated by the Lipid-PI initiator under Mn 2 (CO) 10 and visible light radiation at room temperature to efficiently prepare LPCs. The 1 H-NMR results revealed that the diacylglycerol moiety resided at the terminal position of the LPCs molecular chain. Through dynamic light scattering and transmission electron microscopy techniques, it was found that the Lipid-POF (POF is defined as poly(OEGMA- co -FluMA)) prepared from OEGMA monomers can self-assemble into spherical micelles with a particle size of approximately 80 nm in pure water. Furthermore, the in vitro bioassay results illustrate that the prepared Lipid-POF not only can successfully modify the L929 cell surface but also has good biocompatibility. Overall, this study not only provides a fast and efficient method for synthesizing LPCs but also has broad application potential in the biomedical field.
研究领域:
生物材料学
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合成化学
·
生物医药工程
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）