Article
Chemistry, Multidisciplinary
Xin-Lian Liu, Han-Ze Lin, Lu-Qi Tan, Jin-Bao Peng
Summary: In this article, an enantio-, site-, and E/Z-selective addition of ACPs with imines for the synthesis of dienyl substituted amines has been developed via palladium- and Bronsted acid co-catalysis. A range of synthetically valuable dienyl substituted amines were effectively prepared with good to excellent yields and excellent enantio- and E/Z-selectivities.
Article
Chemistry, Organic
Baoxiang Zhu, Zhao Wang, Hui Xi, Zengqiang Feng, Binglei Wang, Wenyang Jiao, Zhongxian Li, Zechao Wang, Junliang Wu
Summary: A new synthetic method has been developed for the synthesis of various compounds via visible-light-promoted radical monofunctionalization and difunctionalization of methylenecyclopropanes. The reaction conditions are simple and convenient, with moderate to excellent yields, a wide substrate scope, and tolerance for different functional groups. The possible radical mechanism has been investigated and proven to be a single electron transfer (SET) procedure.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Lele Zhai, Zhigang Yang, Qinghong Man, Mingyu Yang, Yangqing Ren, Lei Wang, Huilin Li, Xuegong She
Summary: This article reports a B(C6F5)(3)-catalyzed 1,2-reduction method for the synthesis of benzyl alkynes. The method has many advantages, including mild reaction conditions and high yields.
TETRAHEDRON LETTERS
(2022)
Article
Chemistry, Multidisciplinary
Xuening Li, Ying Li, Yuanyuan Sun, Lingpeng Meng, Yanli Zeng
Summary: The mechanism of the Mukaiyama aldol reaction was investigated using density functional theory, revealing that BF3 serves as a good catalyst for the reaction by lowering the energy barrier of the carbon-carbon bond formation process. The tension between different ring structures and the charge transfer in acetaldehyde may contribute to the catalytic effect of BF3.
JOURNAL OF COMPUTATIONAL CHEMISTRY
(2022)
Article
Chemistry, Organic
Stefan Malatinec, Eva Bednarova, Hiroki Tanaka, Martin Kotora
Summary: This study presents a catalytic and highly enantioselective ring-opening reaction of epoxides, utilizing newly designed chiral bipyridine ligands. A Sc-complex with a newly developed bipyridine ligand demonstrated high reactivity and stereocontrol in the desymmetrization of meso-epoxides with various alcohols, achieving enantioenriched 1,2-alkoxyalcohols with high e.r. values. Additionally, attempted ring-opening of meso-epoxides with anilines showed lower enantioselectivity, dependent on the electronic effect of substituents on the aromatic ring.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Yangmian Lu, Jindong Li, Weizhi Gu, Ning Li, Zhenggen Zha, Zhiyong Wang
Summary: A series of pyrazolone derivatives bearing a tetrasubstituted chiral center were successfully synthesized via a Lewis acid-catalyzed reaction using a chiral copper complex as the catalyst. The reaction proceeded smoothly under mild conditions, giving high yields (up to 85%) and excellent enantioselectivities (up to 99%). The gram scale synthesis also demonstrated the practicality of this reaction.
CHINESE CHEMICAL LETTERS
(2022)
Article
Chemistry, Organic
Ramanjaneyulu Unnava, Kapil Chahal, Kallu Rajender Reddy
Summary: A concise method has been developed for the synthesis of substituted 1,2-dihydroisoquinolines via double nucleophilic addition of primary arylamines to ortho-alkynyl donor-acceptor cyclopropanes in the presence of a catalytic system. This method also allows for the conversion of some derived malonates into monoesters under specific reaction conditions, as well as the formation of multifunctionalized 4-(2,2,2-trifluoroacetyl) 1,2-dihydroisoquinolines with excess TFAA.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Physical
Hideyuki Ishihara, Jianhao Huang, Takuya Mochizuki, Manabu Hatano, Kazuaki Ishihara
Summary: A highly enantio- and diastereoselective carbonyl-ene cyclization was developed using chiral Lewis acid-assisted chiral Bronsted acid (LBA) catalysts, demonstrating high selectivity in both standard and tandem reactions. Mechanistic examinations propose a stepwise reaction pathway involving tertiary carbocation intermediates.
Article
Chemistry, Physical
Nicolas R. Ball-Jones, Angel A. Cobo, Brittany M. Armstrong, Benjamin Wigman, James C. Fettinger, Jason E. Hein, Annaliese K. Franz
Summary: A mechanism for scandium-catalyzed asymmetric allylsilane annulation reaction is proposed and supported by experimental evidence. The study reveals the effects of catalyst solubility, coordination sequence, and timing of nucleophile addition on the reaction rate. Ligand-dependent acceleration of the catalysis is observed.
Article
Chemistry, Multidisciplinary
Yang Ye, Jiandong Liu, Bing Xu, Songwei Jiang, Renren Bai, Shijun Li, Tian Xie, Xiang-Yang Ye
Summary: A novel nickel-catalyzed asymmetric 1,2-vinylboration reaction has been developed for the efficient preparation of chiral compounds with high yields and excellent enantioselectivities. The method shows exceptional chemo- and stereoselectivity and has potential applications in the asymmetric modification of structurally complex natural products and pharmaceuticals.
Article
Chemistry, Organic
Maniyamma Aswathy, Mohammed N. K. Sadik, Purushothaman C. Harikrishnan, Sasikumar Parameswaran, Kokkuvayil Vasu Radhakrishnan, Ravi S. Lankalapalli
Summary: This paper describes a method for stereoselective glycosylation using a chiral Bronsted acid, the (+)-isomenthol ester of pentacarbomethoxycyclopentadiene, with n-pentenyl glycosides in the presence of N-iodosuccinimide as the promoter, which offers a chiral recognition of racemic substrates.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Hongjun Zang, Yimo Feng, Mingchuan Zhang, Kai Wang, Yannan Du, Yaxin Lv, Zixian Qin, Yunfei Xiao
Summary: In this study, a mild and efficient method for the synthesis of 3A5AF from NAG was reported. The influence of solvent, temperature, and additive on the catalytic performance was studied. By screening suitable catalysts and optimizing reaction conditions, a higher yield was obtained.
CARBOHYDRATE RESEARCH
(2022)
Article
Chemistry, Multidisciplinary
Durga Prasad Hari, Rudrakshula Madhavachary, Valerio Fasano, Jack Haire, Varinder K. Aggarwal
Summary: The study presents a successful method for the synthesis of alkylidenecyclopropanes using borinic esters, showing high diastereoselectivity and rapid access to versatile alkylidenecyclopropanes and alkylidenecyclobutanes. The chemistry demonstrates a broad substrate scope and reactivity towards a range of electrophiles and radicals, leading to an even broader range of alkylidenecyclopropanes and alkylidenecyclobutanes. The intermediates involved were tracked using B-11 NMR experiments, with DFT calculations supporting the experimental findings.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Simon Cromwell, Randy Sutio, Changhe Zhang, Georgina K. Such, David W. Lupton
Summary: In this study, a reaction cascade involving the addition of C1-pyridinium enolate to thiocarbonyl compounds was reported, leading to the synthesis of a range of dihydrothiophenes and dihydrothiopyrans. Mechanistic investigations and experimental evidence supported the involvement of an activated acid intermediate and turnover limiting cyclization in the reaction pathway, with subsequent formation of β-thiolactone regenerating the catalyst.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Xiu-Mei Kan, Jie Zhu, Pin-Hua Li, Zhi-Chuan Wu, Pei-Jun Yang
Summary: An efficient synthesis of g-amino ethers was achieved by Cu(OTf)2-catalyzed ring-opening of 2-aryl N-tosylazetidines with phenols. This reaction exhibited excellent yields and regio-selectivities, low catalyst loading, mild reaction conditions, and good scalability. One product was transformed into the drug molecule (+/-)-fluoxetine via a two-step procedure.
Article
Chemistry, Multidisciplinary
Wen Li, Feng Wang, Yaocheng Shi, Lei Yu
Summary: Polyaniline-supported tungsten (W@PANI) is an efficient catalyst for the oxidative deoximation reaction, which is crucial in the pharmaceutical industry. The method utilizes a minimal amount of catalytic tungsten (0.048 mol% vs. oxime substrates), resulting in high turnover numbers (TONs) of the catalyst (ca. 10(3) mol/mol) and low metal residues in the product (<0.1 ppm). It is applicable for various substrates, including heterocycles, and has been successfully scaled up for kilogram production.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Xiangkun Meng, Yiyang Zhang, Hongwei Zhou, Lei Yu
Summary: A catalyst composed of polyaniline-supported zinc oxide nanocomposites was successfully designed to catalyze the condensation reaction of L-lactic acid with high yield and optical purity. This recyclable and reusable catalyst allowed for the successful scale-up of production to 3.6 kg of L-LA, producing L-lactide with high optical purity through a simple water washing and vacuum drying process, without the generation of meso-lactide.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2022)
Article
Chemistry, Multidisciplinary
Zhigang Zeng, Ying Chen, Xiaoming Zhu, Lei Yu
Summary: Polyanilines (PANIs) are easily prepared from anilines via oxidative polymerization reactions and widely used as supports for nano metal catalysts due to their coordination with metals. Compared to inorganic supports, the nano metals on PANIs are firmly anchored, preventing loss during reactions. Additionally, the chemical features of PANIs can be adjusted, providing tunable catalytic activities. This review aims to summarize recent advances and provide a perspective on PANIs-supported nano metal catalysts.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Physical
Yuanli Cai, Hu Zhang, Yitao Cao, Qiyuan Wang, Bin Cao, Zhenlun Zhou, Fulu Lv, Wen Song, Daogaocao Duo, Lei Yu
Summary: This article provides an overview of the synthetic process routes and applications of Lithium difluorosulfimide (LiFSI), a fluorine-containing lithium salt, as well as the current status of its industrialization.
JOURNAL OF POWER SOURCES
(2022)
Article
Chemistry, Multidisciplinary
Wenqiang Ding, Shuang Wang, Jiaxiang Gu, Lei Yu
Summary: Selenium functions as selenoprotein in the human body, with the brain being one of the most abundant organs of selenoprotein. It plays a crucial role in maintaining brain redox homeostasis, regulating signal transduction pathways, and neuroimmune regulation. Nano-selenium has attracted attention due to its high bioavailability and low toxicity, and it has great potential in biomedical applications for the nervous system. Recent research on selenoprotein and nano-selenium has become a new focus in understanding the important functions of selenium in the human nervous system.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Feng Wang, Rongrong Qian, Lei Yu
Summary: Here, we present an environmentally friendly method for deoximation, namely photocatalytic aerobic oxidative deoximation reaction utilizing degradable rhodamine B. In this reaction, visible light was used as the driving force, while air served as a green, cheap and safe oxidant. Compared to previous light-driven deoximation reactions, the photosensitizer, rhodamine B, was cost-effective, less toxic, and degradable, and the reaction exhibited a wide substrate scope. This study may offer a practical protocol for deoximation, which holds significant importance in the synthetic industry.
REACTION CHEMISTRY & ENGINEERING
(2023)
Article
Biochemistry & Molecular Biology
Minmeng Zhao, Jiahui Li, Qiao Shi, Haoshu Shan, Long Liu, Tuoyu Geng, Lei Yu, Daoqing Gong
Summary: This study investigated the effects of in ovo feeding of selenized glucose on selenium level and antioxidant capacity in the breast muscle of newborn broilers. The results showed that in ovo injection of SeGlu increased selenium level and enhanced the antioxidant capacity in the breast muscle of hatchlings. This suggests that in ovo feeding of SeGlu can improve the antioxidant capacity in the breast muscle of neonatal broilers.
BIOLOGICAL TRACE ELEMENT RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Ying Chen, Chao Chen, Yonghong Liu, Lei Yu
Summary: Catalyzed by cerium ammonium nitrate (CAN), the oxidative cracking reaction of alkenes occurred to produce carbonyls in good yields under mild conditions. The reaction employed molecular oxygen (O2) as the safe and clean oxidant. The catalyst dosage was reduced to as low as 0.5 mol%, while no additive was required. Thus, it may afford a generally green synthetic approach for introducing oxygen into organic molecules as well as the biomass degradation and the resource recycling from the C=C bond-containing waste polymers. X-ray photoelectron spectroscopy (XPS) analysis and control experiments demonstrated that the process proceeded via a single electron transfer (SET) reaction-initiated free radical reaction mechanism. In the process, both Ce and NO3- acted as the oxygen carrier to promote the oxidation reaction. The application of the abundantly existed nitrate in CAN was found to be the key for reducing the catalyst loading.
CHINESE CHEMICAL LETTERS
(2023)
Article
Materials Science, Multidisciplinary
Huimin Sun, Hongen Cao, Xingyu Chen, Yonghong Liu, Lei Yu
Summary: A novel method for preparing selenium-containing materials via fermentation is reported. This method enables the direct transfer of selenium from its inorganic sources into the target material without using hazardous chemical reagents. The produced selenized flour effectively inhibits the growth of Xoo, the pathogen causing rice bacterial blight disease. Acting as a selenium carrier, the use of edible flour in selenized flour makes it more biocompatible than chemical pesticides. The hydroxyls of starch in selenized flour facilitate the continuous release of its efficacy by adhering onto rice leaves.
Article
Chemistry, Organic
Xiaoxue Li, Hangzhou Hua, Yonghong Liu, Lei Yu
Summary: Catalyzed by Se/Fe via hybrid mechanisms, the carbon-carbon double bond in alkenes can break to produce carbonyls under mild conditions. Using O-2 as a partial oxidant, the amount of H2O2 employed can be reduced (90 mol% vs 250 mol%) to avoid peroxide residues, making the process safer for operation.
Article
Chemistry, Physical
Yiyang Zhang, Hong Sun, Yonghuai Yang, Haofei Li, Yaocheng Shi, Lei Yu
Summary: The catalytic activities of palladium nanoparticles on a polyaniline support were improved by tungsten doping, resulting in a significantly increased catalyst turnover number (>10(4)) for the Suzuki-Miyaura coupling reaction. Characterization of the materials showed that tungsten doping improved the micro-morphology, leading to more efficient absorption of reactants. Additionally, tungsten facilitated stabilization of Pd(0) species and the transmetallation step, both crucial for the catalytic reaction. Therefore, Pd/W@PANI engineering material may serve as a highly efficient heterogeneous catalyst in the pharmaceutical industry.
CATALYSIS SCIENCE & TECHNOLOGY
(2023)
Article
Chemistry, Multidisciplinary
Xu Zhang, Zijie Wei, Lei Yu
Summary: We unexpectedly discovered that aldehydes could serve as catalyst precursors for the epoxidation of beta-ionone, resulting in a 83% yield of 5,6-epoxy-beta-ionone. Notably, this reaction took place in water and utilized molecular oxygen (O-2) as a mild, inexpensive, and safe oxidant. To the best of our knowledge, this aerobic epoxidation in water represents a novel reaction, potentially opening up new possibilities for the development of green oxidation methods.
REACTION CHEMISTRY & ENGINEERING
(2023)
Article
Chemistry, Multidisciplinary
Limei Xian, Qianru Li, Tao Li, Lei Yu
Summary: Selenium is an essential mineral element that improves plant growth and tolerance to abiotic stresses. Selenium biofortification is a key strategy to increase the selenium content in crops for human health improvement. In this study, foliar fertilization with different selenium forms was conducted on wheat, and methylselenized glucose (MSG) was found to be the most effective fertilizer, significantly increasing the selenium content in wheat grains compared to Na2SeO3 application. Due to its high utilization rate and low cost, MSG can be a potential selenium source for biofortification.
CHINESE CHEMICAL LETTERS
(2023)
Review
Chemistry, Organic
Meng Xiangkun, Qi Zhengyuan, Yu Lei, Zhang Yiyang
Summary: With the issuance of the national plastic reduction order, the development of biodegradable materials like poly(lactic acid) (PLA) has become a popular topic. This paper discusses various methods for synthesizing PLA, focusing on catalyst design and elucidating related mechanisms. This short review may provide guidance for the design and development of low-toxicity and high-selectivity catalyst systems for application.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Materials Science, Multidisciplinary
Xiaohe Wu, Ying Chen, Yiyang Zhang, Xu Zhang, Lei Yu
Summary: A novel polyaniline-supported iron catalyst (Fe@PANI) was designed and synthesized for the selective oxidation of sulphide to sulfoxide. The material exhibits magnetism and can be recycled without deactivation through magnetic separation. The reaction is practical for large-scale applications due to the use of inexpensive catalyst and mild and green conditions.
MATERIALS ADVANCES
(2023)
