Article
Chemistry, Multidisciplinary
Linqing Wang, Haiyong Zhu, Tianyu Peng, Yingfan Xu, Yanzhe Hou, Shixin Li, Shiming Pang, Hailong Zhang, Dongxu Yang
Summary: A catalytic asymmetric hydroxylative dearomatization reaction has been reported, and the resulting products can be easily converted into spiroannulation adducts by treatment with a base under mild conditions. Novel in-situ generated magnesium catalytic methods have been developed using combinational ligands. Related concise transformations of the spiroannulation adducts have been demonstrated.
CHINESE CHEMICAL LETTERS
(2022)
Article
Chemistry, Organic
Dong-Chao Wang, Peng-Peng Cheng, Ting-Ting Yang, Pan-Pan Wu, Gui-Rong Qu, Hai-Ming Guo
Summary: The palladium-catalyzed enantioselective Heck cyclization/dearomatization cascade via capturing the cyclized Heck pi-allylpalladium intermediate by beta-naphthols provides a new strategy for constructing chiral indole-terpenoid frameworks. This method yields indole-functionalized beta-naphthalenone compounds with all-carbon-substituted quaternary chiral centers in excellent yields (up to 92%) and enantioselectivities (up to 94% ee), with demonstrated utility in gram-scale syntheses and diverse transformations of the dearomatized products.
Article
Chemistry, Organic
Anni Kooli, Tatsiana Shalima, Eleana Lopusanskaja, Anne Paju, Margus Lopp
Summary: A simple and selective C-alkylation of 1- and 2-naphthols with benzylic and allylic halides was developed, achieving a selective ortho-addition with high yields up to 90% in the presence of organic solvents and additives.
Article
Chemistry, Organic
Braja Gopal Das, Sadhna Shah, Arko Das, Vinod K. Singh
Summary: The first stereoselective propargylic dearomatization of 2-naphthol derivatives was achieved using a chiral Cu-II-L10 complex, leading to the formation of products with a contiguous all-carbon quaternary-tertiary stereocenter and a terminal alkyne functionality. Both reactions demonstrated excellent chemodivergent reactivity and yielded the desired products with high chemo- and stereoselectivities.
Article
Chemistry, Organic
Dongwei Zhao, Mengtian Liu, Lu Bai, Jingjing Liu, Xinjun Luan
Summary: A novel [4 + 1] and [5 + 1] dearomative spiroannulation method has been developed using commercial naphthols and phenols with dielectrophiles. Various spirocycles, including spiro[4.5] and spiro[5.5], were successfully constructed using four-atom or five-atom dielectrophilic synthons. This transformation proceeds through a sequence of site-selective C-alkylation/dearomative spiroannulation reactions. Furthermore, the potential application of this method was demonstrated by several additional transformations.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Nabakumar Bera, Bhabani Sankar Lenka, Burkhard Konig, Debayan Sarkar
Summary: Dearomative spiro-etherification of naphthols was achieved using catalytic amounts of riboflavin tetracetate (RFTA) as a photosensitizer and molecular oxygen as a terminal oxidizing agent under blue light (440 nm) irradiation in the presence of acid. The presence of acid increased the photooxidation power of RFTA and facilitated the dearomatization reaction.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Shan-Shan Zhang, Jiahui Xue, Qing Gu, Xuefeng Jiang, Shu-Li You
Summary: The p-TsOH-catalyzed intermolecular dearomatization reactions of beta-naphthols with disulfurating reagents have been developed, leading to the smooth synthesis of various beta-naphthalenones bearing a quaternary carbon stereogenic center in good to excellent yields with high chemoselectivity. This reaction features mild reaction conditions and excellent functional group tolerance.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Physical
Guang-Jian Mei, Yixin Luo, Wai Lean Koay, Rui Li, Yu Lan, Yixin Lu
Summary: The study reported a catalytic asymmetric dearomatization reaction of non-functionalized 1-naphthols achieved through phosphoric acid catalysis, allowing the synthesis of a variety of tricyclic hexahydrobenz[e]indole derivatives under mild conditions with good enantioselectivities. The use of azoalkenes as 1,3-dipole surrogates, in combination with powerful chiral phosphoric acid (CPA) catalysis, was crucial for the success of the current reaction.
Article
Chemistry, Organic
Hong-Wei Chen, Qin-Hua Song
Summary: This study presents a direct regioselective benzoyloxylative dearomatization of alpha- and beta-naphthols by benzoyl peroxide in an air atmosphere, under radical inhibitor- and catalyst-free conditions, at room temperature. The methodology offers a new efficient strategy for the construction of alpha-ketol derivatives with oxo-quaternary carbon center from naphthols with good to excellent yields.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Yunliang Yu, Zhenhao Zhang, Arnaud Voituriez, Nicolas Rabasso, Gilles Frison, Angela Marinetti, Xavier Guinchard
Summary: Stereocontrol in the enantioselective Au(i) catalyzed dearomatizations of 1-naphthols with allenamides is achieved through intramolecular ion-pairing between the chiral gold-tethered phosphate and an iminium unit, providing a rigid and well-defined chiral environment for the key electrophilic intermediate.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Qing-Xia Zhang, Jia-Hao Xie, Qing Gu, Shu-Li You
Summary: An asymmetric allylic dearomatization reaction of 1-nitro-2-naphthol derivatives with Morita-Baylis-Hillman (MBH) adducts has been developed using a Pd catalyst and Trost ligand (R,R)-L1. The reaction proceeds smoothly in 1,4-dioxane at room temperature, resulting in good yields (up to 92%) and enantioselectivity (up to 90% ee) of substituted beta-naphthalenones. Various substituted 1-nitro-2-naphthols and MBH adducts are compatible under the optimized conditions. This reaction provides a convenient method for the synthesis of enantioenriched 1-nitro-beta-naphthalenone derivatives.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Xue-Qiang Chu, Li-Wen Sun, Yu-Lan Chen, Jia-Wei Chen, Xuan Ying, Mengtao Ma, Zhi-Liang Shen
Summary: An efficient transition-metal-free hydrodefluorination reaction of trifluoromethyl alkenes for accessing gem-difluoroalkenes is developed. It was surprising to find that the phosphoryl anion is able to mediate the defluorination. The successful realization of the reaction could also be attributed to the utility of water as an eco-friendly promoter.
Article
Chemistry, Organic
Ujjwal Maji, Bhaskar Deb Mondal, Joyram Guin
Summary: Herein, successful utilization of non-covalent N-heterocyclic carbene (NHC) catalysis towards asymmetric aminative dearomatization of naphthols is demonstrated. The NHC-catalyzed reaction enables the enantioselective synthesis of cyclic enones with a nitrogen-containing alpha-quaternary stereocenter. The reaction is applicable to various functionalized substrates, including acid-labile groups, and has scalability. Substrate activation through an O-H...NHC hydrogen-bonding interaction is suggested based on mechanistic studies.
Article
Chemistry, Multidisciplinary
Wenbo Liang, Yudong Yang, Mufan Yang, Min Zhang, Chengming Li, You Ran, Jingbo Lan, Zhengyang Bin, Jingsong You
Summary: This paper presents a palladium-catalyzed direct [4+1] spiroannulation reaction to construct spirofluorenyl naphthalenones under mild conditions, providing a potential synthetic strategy for the innovation of optoelectronic materials. The study also demonstrates the tolerance of reactive functional groups and the potential for rapidly assembling structurally new TADF materials.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Lutao Bai, Linqing Wang, Haiyong Zhu, Shiming Pang, Shixin Li, Jiaming Lv, Hailong Zhang, Dongxu Yang
Summary: By developing ProPhenol/Ti(IV) catalysts, a catalytic enantioselective hydroxylative dearomatization of naphthols is achieved using TBHP as a simple oxidative reagent. The side coordinative chain equipped on the C1-position of beta-naphthols plays a crucial role in initiating this asymmetric hydroxylative reaction, likely due to proper cocoordination effects to the titanium center in the catalyst. A reasonable catalytic cycle is proposed, and the catalytic system is applicable to a reasonable range of phenolic compounds of this type, enabling related concise transformations.
Article
Chemistry, Multidisciplinary
Linqing Wang, Haiyong Zhu, Tianyu Peng, Yingfan Xu, Yanzhe Hou, Shixin Li, Shiming Pang, Hailong Zhang, Dongxu Yang
Summary: A catalytic asymmetric hydroxylative dearomatization reaction has been reported, and the resulting products can be easily converted into spiroannulation adducts by treatment with a base under mild conditions. Novel in-situ generated magnesium catalytic methods have been developed using combinational ligands. Related concise transformations of the spiroannulation adducts have been demonstrated.
CHINESE CHEMICAL LETTERS
(2022)
Article
Engineering, Electrical & Electronic
Yahong Li, Xiaohong Huang, Wenjie Mao, Jing Xu, Yanmin Duan, Haiyong Zhu
Summary: A compact 589 nm yellow source was achieved by intracavity frequency doubling of a c-cut YVO4/Nd:YVO4/YVO4 Raman laser. Passively Q-switched operation was performed using a Cr4+:YAG/YAG composite, and a double-end composited Nd:YVO4 crystal was designed to minimize thermal effects. Noncritical phase-matching (NCPM) LBO crystal and critical phase-matching (CPM) BBO crystal were used as frequency doubling crystals for comparison.
MICROWAVE AND OPTICAL TECHNOLOGY LETTERS
(2023)
Article
Optics
Chenghao Liu, Mariusz Klimczak, Ryszard Buczynski, Jian Kong, Lian Cheng, Andrey Komarov, Xiahui Tang, Ming Tang, Haiyong Zhu, Luming Zhao
Summary: In this study, pulse shrinkage of dissipative soliton resonance (DSR) pulses in a fiber laser is investigated. It is found that when the gain continues to increase, the DSR pulses undergo shrinkage, contrary to the expected pulse broadening. Additionally, pulse shrinkage and period doubling can be observed by changing the initial settings.
OPTICS COMMUNICATIONS
(2022)
Article
Optics
Sheng Chen, Quanxin Na, Changwen Xu, Tenggui Xu, Quanming Li, Hongwen Xuan, Haiyong Zhu, Yan Zhang, Dianyuan Fan
Summary: A Nd:YAG single-crystal fiber amplifier, pumped by a laser diode, was investigated for the amplification of continuous-wave single-frequency laser. By using a two-stage amplification configuration, an output power of 60.4 W was achieved, which is the highest power ever achieved with a single-crystal fiber scheme for continuous-wave single-frequency laser.
Article
Materials Science, Multidisciplinary
Zhigang Li, Dou Zhang, Lei Zhang, Chao Ruan, Qin Zhou, Yongfu Lian
Summary: In this study, nickel encapsulated carbon onions (CNOs) were fabricated and found to exhibit better electromagnetic wave absorption (EMWA) performance, indicating that the core-shell interface contributes more to EMWA.
JOURNAL OF MOLECULAR AND ENGINEERING MATERIALS
(2022)
Article
Oncology
Tiezhi Li, Helin Zhang, Zhichao Wang, Shaolin Gao, Xu Zhang, Haiyong Zhu, Na Wang, Honglin Li
Summary: This study found that the miR-199a-5p/p62 axis is involved in the regulation of autophagy in cisplatin-resistant small cell lung cancer. Treatment of H446/EP cells with cisplatin increased the levels of LC3II/LC3I, ATG5, p62, and autophagolysosome formation in H446 cells, but not in H446/EP cells. The expression of miR-199a-5p was up-regulated in H446/EP cells and it directly targeted the p62 gene. The expression of miR-199a-5p and p62 were correlated in small cell lung cancer samples.
CANCER CELL INTERNATIONAL
(2022)
Article
Optics
Yanmin Duan, Yuming Zhou, Haiyong Zhu, Zhihong Li, Xinxin Jin, Dingyuan Tang
Summary: Selective frequency mixing in a cascaded Nd:YVO4 self-Raman laser was studied for wavelength-switchable visible light output. Phase-matching with temperature tuning of LBO crystals was analyzed, and it was found that a critical phase-matched LBO crystal can generate five discrete visible wavelengths without sub-zero cooling. The laser showed high average output power across three visible wavelengths, indicating potential for practical multi-wavelength tunable laser sources.
JOURNAL OF LUMINESCENCE
(2022)
Review
Physics, Multidisciplinary
Jie Liu, Yanmin Duan, Zhihong Li, Ge Zhang, Haiyong Zhu
Summary: This study reviews nonlinear frequency conversions of vortex lasers and discusses the characteristics of different frequency conversions. It is hoped that this review can serve as a reference for future research and suggests expanding the wavelength range.
FRONTIERS IN PHYSICS
(2022)
Article
Chemistry, Multidisciplinary
Linqing Wang, Feiyun Gao, Xiaoyong Zhang, Tianyu Peng, Yingfan Xu, Rui Wang, Dongxu Yang
Summary: In this study, a simple in situ generated magnesium catalyst was used to achieve the enantioselective [2 + 2] cyclization reaction between DPP-imines and alpha-branched allenoates for the first time. Insightful experiments and mechanistic investigations were conducted to reveal the details of the reaction.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Optics
Yanmin Duan, Jing Xu, Yahong Li, Zhihong Li, Xinxin Jin, Haiyong Zhu
Summary: This study reports the design and operation optimization of two self-Raman lasers for emission at 1216 nm and 608 nm. By using double-end diffusion-bonded Nd:YVO4 composite crystal and a non-critically phase matched LBO crystal, efficient operation with specific wavelength emission was achieved.
OPTICS AND LASER TECHNOLOGY
(2023)
Article
Optics
Zhihong Li, Fei Wang, Xinxin Jin, Yanmin Duan, Haiyong Zhu
Summary: This study comprehensively investigates the integration of metal clad with dielectric waveguide and proposes a versatile approach for analyzing fiber-optic surface waveguide resonances (SWRs) and other types of optical surface waves. The results demonstrate that the introduction of a metal clad enhances the guidance of surface waveguide modes and improves mode coupling with fiber modes. By adjusting the thickness of the film waveguide, strongly polarization-dependent fiber-optic SWRs can be generated.
OPTICS AND LASER TECHNOLOGY
(2023)
Article
Chemistry, Organic
Lutao Bai, Linqing Wang, Haiyong Zhu, Shiming Pang, Shixin Li, Jiaming Lv, Hailong Zhang, Dongxu Yang
Summary: By developing ProPhenol/Ti(IV) catalysts, a catalytic enantioselective hydroxylative dearomatization of naphthols is achieved using TBHP as a simple oxidative reagent. The side coordinative chain equipped on the C1-position of beta-naphthols plays a crucial role in initiating this asymmetric hydroxylative reaction, likely due to proper cocoordination effects to the titanium center in the catalyst. A reasonable catalytic cycle is proposed, and the catalytic system is applicable to a reasonable range of phenolic compounds of this type, enabling related concise transformations.
Article
Chemistry, Physical
Linqing Wang, Dongxu Yang
Summary: In this article, the researchers focus on the reactions initiated by the N-nucleophilicity of imines, especially cyclization reactions. They briefly discuss the N-nucleophilicity of different imines, possible mechanisms, catalytic strategies, and reaction types. The researchers hope that imines, as one of the basic chemical synthons in organic synthesis, will be utilized more extensively in the future by taking advantage of their N-nucleophilicity.
Article
Crystallography
Jie Liu, Yanmin Duan, Wenjie Mao, Xinxin Jin, Zhihong Li, Haiyong Zhu
Summary: In this study, the generation of a self-Raman vortex laser using acousto-optic modulation was achieved for the first time. Beam cleaning-up and pulse compression effects were observed, along with the successful creation of a Stokes field carrying a unitary topological charge. The vortex laser exhibited high peak power and short pulse width, making it suitable for various applications.
Review
Chemistry, Organic
Tianyu Peng, Shixin Li, Dongxu Yang, Linqing Wang
Summary: Kinetic resolution is a practical method that selectively recovers enantiomerically pure starting materials and products from racemic mixtures. In this review, the less explored intramolecular kinetic resolution is discussed, highlighting its importance and elegance in generating chiral scaffolds. Different reaction types, including cyclization, elimination, isomerization, rearrangement, and miscellaneous reactions, are systematically presented and analyzed.
ORGANIC CHEMISTRY FRONTIERS
(2023)
