Article
Chemistry, Organic
Jinfeng Deng, Jing Xiao, Xiaoyi Wang, Huang Luo, Zhicheng Jia, Jie Wang
Summary: A novel method for selective reduction of aromatic carbonyl compounds using phosphorus acid under metal-free conditions has been developed. The corresponding reduced products can be obtained in good to excellent yields. This method provides a simple and cost-effective approach for synthesizing various aromatic hydrocarbons and alkenes.
Article
Chemistry, Organic
Jie Zhang, Yaning Wang, Chang You, Mingying Shi, Xueling Mi, Sanzhong Luo
Summary: We report a synergetic chiral primary amine and rhodium catalysis for the asymmetric coupling of beta-ketocarbonyls and alkynes. This method enables the synthesis of linear allylation products with all-carbon quaternary centers in high regio- and enantioselectivities.
Article
Chemistry, Organic
Zhi-Yong Zeng, Jin-Xi Liao, Zhen-Ni Hu, De-Yong Liu, Qing-Ju Zhang, Jian-Song Sun
Summary: A chemical synthesis protocol for quillaic acid was established using easily available protoescigenin as a starting material, featuring scalability and robustness in each step. The devised protocol also demonstrated outstanding flexibility, allowing for convenient access to other scarce and difficult-to-access oleanane-type aglycones by sharing common intermediates with quillaic acid.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Deli Sun, Xianghua Tao, Guobin Ma, Jifen Wang, Yunrong Chen
Summary: We report an asymmetric Ni-catalyzed cross-electrophile coupling approach for the preparation of enantioenriched aryl/vinyl alkyl carbinol esters. The method demonstrates a broad substrate scope and tolerance towards various functional groups.
Article
Chemistry, Multidisciplinary
Uma Devi Newar, Kaushik Bora, Satheesh Borra, Ram Awatar Maurya
Summary: A DBU-catalyzed redox neutral coupling of isatin with phenacyl azides in acetonitrile was developed, leading to the formation of 2-oxoindolin-3-yl benzoates. More than 35 examples were synthesized in high yields (70-85%), demonstrating the scope of this reaction in introducing new C-O and C-H bonds. Phenacyl azides with different substituents, including electron donating and withdrawing groups, also underwent reductive aroylation of isatin in a short reaction time (6 h).
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
Felipe C. Demidoff, Guilherme S. Caleffi, Marcella Figueiredo, Paulo R. R. Costa
Summary: The article describes the one-pot C=C/C=O reduction of chalcones using a oxo-tethered-Ru(II) precatalyst, showing good yields and enantiomeric purities. The results indicate that the enones are first reduced to dihydrochalcones and then converted into 1,3-diarylpropan-1-ols. The study also evaluates the effects of different groups at various positions on the aromatic ring and highlights the tolerance of the 2-OH group.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Qiangwen Fan, Honglei Zhang, Huijun Ren, Yanling He, Yuhang Gu, Guorong Wu, Haibo Zhu, Zongbo Xie, Zhanggao Le
Summary: Here, a photocatalyst-free, facile and eco-friendly method was reported for the selective conversion of alcohols to aldehydes or ketones under mild conditions. The method showed excellent tolerance towards both electron-donating and electron-withdrawing groups, and yielded a range of aldehydes or ketones in considerable yields. The plausible mechanism was investigated through control experiments and DFT calculations. The readily accessible, atomic economy, and green reaction conditions of this method make it a promising application in chemical synthesis.
CHEMISTRY-AN ASIAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Shi-Jun Li, Wei Fang, Jeremy O. Richardson, De-Cai Fang
Summary: Studies show that the low spin state of FeCl3/TEMPO is more favorable for hydrogen abstraction, with the N atom being the preferred hydrogen acceptor. It is discovered that dispersion interactions and nuclear tunneling can accelerate the reaction process.
CHEMICAL COMMUNICATIONS
(2022)
Review
Chemistry, Multidisciplinary
Nian Li, Yantao Li, Xiaopeng Wu, Chengjian Zhu, Jin Xie
Summary: Deuterated chemicals are indispensable in pharmaceutical engineering, material science, and synthetic chemistry. Radical deuterium-labelling technology has seen rapid growth with the development of radical chemistry, leading to the discovery of diverse, mild, cheap, and efficient strategies for deuterium atom installation. This review summarizes recent achievements of radical deuteration, categorized by reaction types.
CHEMICAL SOCIETY REVIEWS
(2022)
Article
Chemistry, Organic
Kosuke Kato, Kazutada Ikeuchi, Takahiro Suzuki, Keiji Tanino
Summary: A new method for constructing the bicyclo[3.2.1]octane skeleton was developed using intramolecular alkylation. The total synthesis of 2-isocyanoallopupukeanane was achieved via a 17-step transformation, showcasing the significance of this synthetic method in constructing complex organic molecules.
Article
Chemistry, Multidisciplinary
Jinhui Cai, Li-Gang Bai, Yiliang Zhang, Zhen-Kai Wang, Fei Yao, Jin-Huang Peng, Wei Yan, Yan Wang, Chao Zheng, Wen-Bo Liu
Summary: This study presents an efficient strategy for assembling enantioenriched pyridine derivatives by forming three bonds and one quaternary stereocenter simultaneously in a single reaction step. The reaction utilizes bio-renewable 2-MeTHF as the solvent, features mild reaction conditions, and shows good functional group compatibilities and enantioselectivities.
Article
Chemistry, Physical
Huu Tuan Le, Duy Thanh Tran, Thanh Hai Nguyen, Van An Dinh, Nam Hoon Kim, Joong Hee Lee
Summary: This study introduces new electrocatalysts based on 2D NiHN and its derived Pt-SA-2D NiHN, demonstrating promising hydrogen evolution activity with PtSA-1.73-2D NiHN and efficient overall water splitting when combined with 2D NiHN.
APPLIED CATALYSIS B-ENVIRONMENTAL
(2022)
Article
Chemistry, Inorganic & Nuclear
Wei Zhong, Jiabin Luo, Zhenzhen Liu, Guangli Zhan, Lihua Zhu, Chunxin Lu, Zhongquan Shen, Xueming Li, Xiaoming Liu
Summary: This study investigated the mechanistic aspects of CuI-catalyzed aerobic oxidation of alcohols using N,N,N',N'-tetramethylethylenediamine (TMEDA) as a ligand and 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) as a co-catalyst. The system exhibited excellent catalytic activity for selective oxidation of primary alcohols, yielding quantitative results on a preparative scale. Through mechanistic investigation, two binuclear copper complexes (1 and 2) were isolated, with 1 being an intermediate in the catalytic cycle initiated by CuI. However, an independent catalytic pathway was observed for complex 2, which maintained its dinuclear integrity throughout the process.
INORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Wanjun Chen, Yaping Cheng, Tao Zhang, Yu Mu, Wenqi Jia, Guodu Liu
Summary: A nickel-catalyzed stereoselective asymmetric intramolecular reductive coupling of N-1,6-alkynones was reported, achieving efficient synthesis of versatile functionalized chiral pyrrolidines with high yields, excellent stereoselectivity, and enantioselectivity. The developed reaction is applicable to a broad substrate scope and can be scaled up to gram scale without loss of enantioselectivity. The study also investigated ligand effects and reaction mechanism, suggesting wider applications in organic synthesis and chemical biology, and potential for further explorations in new research fields.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Kaori Ando, Haruka Watanabe, Xiaoxian Zhu
Summary: (E)-alpha,beta-Unsaturated aldehydes were synthesized by the Julia-Kocienski reaction of 2,2-dimethoxyethyl 1-phenyl-1H-tetrazol-5-yl (PT) sulfone 3 with various aldehydes, followed by acid hydrolysis. The reaction could be carried out in one pot, and various (E)-alpha,beta-unsaturated aldehydes were obtained in a short time and with high yields.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
