Article
Chemistry, Organic
Yahui Zhang, Wenjin Wu, Kexin Zhang, Shuangshuang Li, Wenyan Hao
Summary: A rapid and efficient protocol for the copper(I)-catalyzed tandem bicyclization of o-alkynylphenyl isothiocyanates with ethyl (E)-2-(benzylideneamino)acetates has been developed, providing a series of 5H-benzo[d]imidazo[5,1-b][1,3]thia-zines in moderate to good yields. This transformation involves a [3+2] cycloaddition reaction mechanism, resulting in the formation of two new rings in one pot.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Haoyin Zhong, Xiaopeng Wang, Guangxin Sun, Yaxin Tang, Shengdong Tan, Qian He, Jun Zhang, Ting Xiong, Caozheng Diao, Zhigen Yu, Shibo Xi, Wee Siang Vincent Lee, Junmin Xue
Summary: This study finds that the synthetic origin of nickel oxyhydroxides plays a crucial role in their activity for the oxygen evolution reaction (OER). It is discovered that a stronger strain leads to a greater distortion of the NiO6 octahedron in NiOOH, resulting in significant broadening of the 3d electron states with e(g) symmetry. This band broadening facilitates electron transfer and enhances catalytic performance. By extending this concept to a NiFe oxyhydroxide system, the universality of this mechanism is demonstrated, providing insights for designing efficient OER electrocatalysts.
ENERGY & ENVIRONMENTAL SCIENCE
(2023)
Article
Chemistry, Organic
Gang Cheng, Dongdong Tu, Xiang Zuo, Zechen Wu, Bin Wan, Yanghui Zhang
Summary: A novel and straightforward approach for the synthesis of tribenzo[b,d,f]azepines has been developed from 2-iodobiphenyls and 2-bromoanilines. A wide range of products were obtained via a cascade intermolecular palladium-catalyzed C-H activation/dual coupling reaction, with C,C-palladacycles likely being the reaction intermediates.
Article
Chemistry, Organic
Takuya Suga, Ryusei Takada, Shoma Shimazu, Mizuki Sakata, Yutaka Ukaji
Summary: In this study, Ti-mediated homolytic C-O bond cleavage was utilized for cascade radical-ionic reactions. Benzyl alcohols were treated with TiCl4(col) (col =2,4,6-collidine) and Mn powder to generate benzyl radicals, followed by their reaction with 2-carboxyallyl acetates and subsequent elimination of the acetoxy group to form alpha,beta-unsaturated carbonyl compounds with exclusive (E)-stereoselectivity. The simplicity of the procedure and its wide substrate scope provide a solution to the associated drawbacks of the reactions.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Kai-Kai Wang, Yan-Li Li, Ying-Chao Zhao, Shan-Shan Zhang, Rongxiang Chen, Aili Sun
Summary: This method offers a simple and efficient approach to synthesize a variety of O-acylhydroxamate derivatives, with yields up to 85%. The chemical structure of the products was confirmed using single-crystal X-ray structure analysis.
Article
Chemistry, Organic
Wan Tang, Duan-Yang Yan, Kai-Cheng Liang, Ma Su, Feng Liu
Summary: We report a mild protocol for the synthesis of diverse indoline-fused heterocycles via a photoredox catalysis reaction. The reaction proceeds through a cascade of radical processes and exhibits wide functional-group compatibility.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Biochemistry & Molecular Biology
Lei Xu, Yangfan Ye, Zeqiang Tao, Tian Wang, Yutian Wei, Wanzhi Cai, Xin Wan, Pengzhan Zhao, Wei Gu, Bin Gu, Liuchao Zhang, Yufei Tian, Ning Liu, Yiming Tu, Jing Ji
Summary: This study elucidated the role of MLPH in GBM radiation resistance, showing that MLPH promotes radiotherapy resistance by regulating the NF-kappa B pathway. Additionally, O-GlcNAcylation of MLPH protects it from degradation and stabilizes its presence in cells. These findings provide insights into a potential mechanism of GBM radiation resistance and suggest a therapeutic strategy for GBM treatment.
Article
Chemistry, Multidisciplinary
Ting Zou, Yishu He, Rui Liu, Yihao Zhang, Siping Wei, Ji Lu, Jun Wang, Lin Wang, Qiang Fu, Dong Yi
Summary: A novel photoredox-neutral ring-opening pyridylation of non-prefunctionalized cyclic oximes has been achieved through phosphoranyl radical-mediated N -O/C -C bond cleavages followed by radical-radical coupling. This mild acid-, base-, and oxidant-free protocol provides highly site-selective and efficient access to distally pyridylated alkylnitriles, which could be scale-up synthesized and readily converted into skeletally diverse compounds. Notably, the oxidized ground-state photocatalyst generated via the SET oxidation of the highly reducing excited-state photocatalyst by cyanopyridines might initiate the following phosphoranyl radical-mediated deoxygenative process.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Junnan Chen, Yujie Li, Ming Lu, Yiming Niu, Bingsen Zhang
Summary: This study utilizes EELS O K-edge spectra to quantitatively analyze the valence state and atomic coordination information of TMOs, achieving the quantitative analysis of microstructure through the linear correlation between peak amplitude ratio and coordination number.
CHINESE CHEMICAL LETTERS
(2022)
Article
Chemistry, Physical
Kyriaki Polychronopoulou, Aasif A. Dabbawala, Muhammad Sajjad, Nirpendra Singh, Dalaver H. Anjum, Mark A. Baker, Nikolaos D. Charisiou, Maria A. Goula
Summary: This study fabricated Ce-La-xCu-O catalysts through different microwave methods and found that the synthesis methods significantly influence the incorporation of Cu into the lattice structure. Enhanced microwave catalysts showed better performance in glycerol steam reforming, with higher conversion rates and hydrogen yield than conventional microwave catalysts.
APPLIED SURFACE SCIENCE
(2022)
Article
Energy & Fuels
Wei Cai, Xue Yu, Yunxia Zhao, Minshu Chen, Yi Wang, Hongjie Han, Qin Zhong
Summary: N-doped Ce0.2Zr0.8O2 catalysts were successfully fabricated via NH3 treatment at high temperature, and the optimal catalyst exhibited exceptional oxidation efficiency at low temperature, attributed to the generation of O-2(-) and formation of Cr6+ caused by N doping. N atoms were doped in the Ce0.2Zr0.8O2 structure through the O-N-O bond between N and O, with cation ratios playing a more significant role than surface area in affecting the catalyst activity. Additionally, in situ DRIFTS was used to examine the promotion mechanism of N doping for NO oxidation, providing insights for designing catalysts with high oxidation efficiency at low temperature for industrial applications.
Article
Chemistry, Organic
Xiaodong Tu, Jiapian Huang, Wenlin Xie, Tonghao Zhu, Jie Wu
Summary: An iron(ii)-catalyzed three-component reaction has been developed for the synthesis of diverse (E)-beta-sulfonyl enamines in moderate to good yields under mild conditions. The reaction shows excellent stereoselectivity and regioselectivity, with compatibility for various sensitive functional groups and a broad reaction scope. The proposed mechanism involves a radical pathway through an alpha-carbon radical intermediate generated from iron-catalyzed ring-opening C-C bond cleavage of O-acyl oxime.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Yue Tong, Na Hao, Long Zhang, Jun Wei, Zhijie Zhang, Qiang Fu, Dong Yi, Yao Mou, Jun Wang, Xianchao Pan, Lin Yang, Siping Wei, Lei Zhong, Ji Lu
Summary: This study describes a photocatalytic reaction that couples cyclopropanols with cyanoarenes to form beta-arylated ketones through the cleavage of C-C and C-CN bonds. This mild and external oxidant-free method is compatible with various cyclopropanols and cyanoarenes, and allows precise functionalization of pyridines through the cleavage of the C-CN bond in 4-cyanopyridines.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Materials Science, Multidisciplinary
Wenxiang An, Xueqing Pei, Hongli Zhao, Tengfei Bi, Yuechun Fu, Xiaoming Shen, Huan He
Summary: O-doped porous g-C3N4 (OPCN) photocatalyst was successfully synthesized and showed enhanced photocatalytic degradation performance due to decreased bandgap, enlarged absorption range, increased specific surface area, and improved transfer and separation efficiencies of photogenerated electron-hole pairs.
DIAMOND AND RELATED MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Claudia Triolo, Wenlei Xu, Beatrix Petrovicova, Nicola Pinna, Saveria Santangelo
Summary: Entropy-stabilized oxides (ESOs), such as (Mg0.2Co0.2Ni0.2Cu0.2Zn0.2)O, have gained attention as novel anodes for lithium-ion batteries (LIBs) due to their stable crystal structure and robust lithium-storage properties. This study demonstrates the significance of engineering microstructures in tailoring the electrochemical performance of ESOs, showing excellent reversible capacity, rate capability, and cycling stability.
ADVANCED FUNCTIONAL MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Meng-Fan Li, Shao-Qing Shi, Ting Xu, Qian Zhang, Wen-Juan Hao, Shu-Liang Wang, Jianyi Wang, Shu-Jiang Tu, Bo Jiang
Summary: A new method for the synthesis of tricyclic bridged-fused benzo[d]azepines has been developed through an organocatalytic double annulation cascade. The reaction involves the scission/recombination of N-O bonds of nitrones and has demonstrated moderate to good yields and complete diastereoselectivity. Density functional theory calculations were used to gain insight into the formation of diradical intermediates.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Organic
Jia-Yin Wang, Guigen Li, Wen-Juan Hao, Bo Jiang
Summary: In this study, two catalytic benzannulation/1,4-addition cascades of available enynones with indoles or tetronic acid-derived enamino lac tones as C-nucleophiles were reported, resulting in the synthesis of heterocycle-incorporating diarylmethanes. The reactions exhibited high atom utilization and mild reaction conditions, providing complementary approaches for the direct synthesis of new heterocycle-containing diarylmethanes.
Article
Chemistry, Organic
Tian-Shu Zhang, Si-Qing Song, Meng-Jiao Qi, Wen-Juan Hao, Bo Jiang
Summary: A concise photocatalytic strategy was developed for the synthesis of 1-indanones containing vinyl ether and CF3 groups from trifluoromathanesulfonyl chloride, low-cost alcohols, and easily available 1,6-enynes. The protocol enables trifluoromethylation/5-exo-dig-cyclization/etherification cascade in one-pot operation with moderate to good yields. It offers the advantages of constructing two C-C and one C-O bonds without the use of any oxidant.
TETRAHEDRON LETTERS
(2023)
Review
Chemistry, Organic
Tian-Shu Zhang, Shuai Liu, Wen-Juan Hao, Bo Jiang
Summary: ortho-Alkynyl aryl ketones have been widely used in organic synthesis in the past decade due to their high reactivity and structural diversity. Four common intramolecular annulative patterns based on Baldwin's rule, including oxo-cyclization and carbocyclization, have been employed with the help of various catalysts or photocatalysis. With recent developments, ortho-alkynyl aryl ketones have become important building blocks for the construction of various scaffolds. This review provides an overview of the chemistry, reactivities, mechanisms, and applications of ortho-alkynyl aryl ketones.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Applied
Lu Wang, Yi-Ting Shen, Yu-Xin Wang, Hai-Ying Wang, Wen-Juan Hao, Bo Jiang
Summary: A metal-free radical multicomponent bicyclization of heteroatom-linked 1,7-diynes with aryl diazonium tetrafluoroborates and DABCO-bis(sulfurdioxide) (DABSO) is reported, enabling the production of two types of skeletally diverse tricyclic sulfones, namely, thieno[3,4-c]quinoline 2,2-dioxides and thieno[3,4-c]chromene 2,2-dioxides, with moderate to good yields by simply tuning the linkers of the 1,7-diynes. This protocol demonstrates remarkable compatibility regarding N- and O-linked 1,7-diynes with different substitution patterns and aryl diazonium tetrafluoroborates.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Ling-Qi Chen, Chi-Fan Zhu, Su Zhang, Bao-Yang Liu, Shu-Jiang Tu, Wen-Juan Hao, Bo Jiang
Summary: A new palladium-catalyzed annulative allylic alkylation reaction has been developed for the regioselective synthesis of tetracyclic cyclic ethers with bridged aryl-indole scaffolds.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Applied
Yin Zhang, An-Qi Bao, Ming Wu, Qian Rao, Man-Su Tu, Wen-Juan Hao, Bo Jiang
Summary: A Bronsted acid-catalyzed dearomative skeletal rearrangement of azofurans with indoles is reported, which enables the regioselective synthesis of indolylated pyrrol-2-ones with a cyclic tetrasubstituted stereocenter. The reaction shows remarkable compatibility and complete regioselectivity.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Organic
Zhenjie Qi, Si-Miaomiao Wen, Quansen Wu, Dong-Fang Jiang, Wen-Juan Hao, Bo Jiang
Summary: A direct arylsulfonylation method of β,γ-unsaturated hydrazones has been developed without external oxidants or catalysts, which accesses sulfonated pyrazolines through a three-component reaction of β,γ-unsaturated hydrazones, DABSO, and aryldiazonium tetrafluoroborates. This transformation is triggered by the in situ formation of arylsulfonyl radicals from the reaction of aryldiazonium tetrafluoroborates and DABSO, and is enabled by controllable generation of C center radicals in a radical-mediated cascaded reaction. This method is applicable to a wide range of substrates, providing good yields of pyrazolines, and is suitable for gram-scale synthesis.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Tian-Shu Zhang, Jing Li, Hua Sun, Shuai Liu, Jing Li, Yan Chen, Wen-Juan Hao, Bo Jiang
Summary: An efficient synthetic approach for the synthesis of cyclopentenones containing a C-C stereocenter using gold(I)-catalyzed Nazarov-type cyclization/1,6-addition of 1,3-enyne esters with p-quinone methides (p-QMs) is described. This tandem transformation showed satisfactory substrate scope and acceptable functional group compatibility, providing a novel protocol for the rapid assembly of cyclopentenones in good to excellent yields under mild reaction conditions.
Article
Chemistry, Physical
Qian Rao, Yan Zhang, Xin-Yu Gu, Yin-Ping Liu, Bo Jiang, Wen-Juan Hao
Summary: This paper reports a new gold self-relay catalysis method, enabling intramolecular annulation and intermolecular Michael addition of 3-yne-1,2-diols with aurone-derived azadienes (or para-quinone methides), efficiently producing a range of unsymmetrical furanized triarylmethanes with substituent diversity in good yields. The overall process is governed by the & pi;- and & sigma;-Lewis acid capability of gold complexes, providing a catalytic strategy for constructing triarylmethane skeletons.
Article
Chemistry, Organic
Dong-Fang Jiang, Zhenjie Qi, Dengfeng Li, Si-Miaomiao Wen, Zhao Liu, Wen-Juan Hao, Bo Jiang
Summary: This study presents a metal-free protocol for the direct construction of C(sp(2))-N and C-O bonds via a PhI(OAc)(2)-mediated dehydrogenative aminoacyloxylation of β,γ-unsaturated hydrazones with Togni reagent II. The reaction is initiated by the carboxyl-containing species generated in situ from Togni reagent II, offering a new solution for regioselective functionalization at a remote site on β,γ-unsaturated hydrazones and providing a straightforward method for the synthesis of acyloxyl-substituted pyridazines. The reaction exhibits a broad substrate scope and can be carried out under mild conditions.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Qian Rao, Yin Zhang, Yin-Ping Liu, Bo Jiang, Xiang Wang, Shu-Jiang Tu, Wen-Juan Hao
Summary: A novel gold(i)/Bronsted acid relay catalysis enables the annulative rearrangement of 3-yne-1,2-diols and aryldiazonium tetrafluoroborates, resulting in furan-2-yl-substituted pyrrol-2-ones with a quaternary carbon center in good yields. By using azofuran as a substitute for aryldiazonium tetrafluoroborate, similar furan-2-yl-containing pyrrol-2-ones with diverse substituents can be obtained, indicating the crucial role of azofuran activation and annulative rearrangement by gold/Bronsted acid relay catalysis.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Qian Rao, Yin Zhang, Yin-Ping Liu, Bo Jiang, Xiang Wang, Tu Shu-Jiang, Wen-Juan Hao
Summary: A novel gold(I)/Bronsted acid relay catalysis enables the activation of azofuran and induces annulative rearrangement from 3-yne-1,2-diols and aryldiazonium tetrafluoroborates, resulting in the formation of furan-2-yl-substituted pyrrol-2-ones bearing a quaternary carbon center with good yields. Substituting aryldiazonium tetrafluoroborate with azofuran yields structurally identical but substituent-diverse furan-2-yl-containing pyrrol-2-ones with good yields, providing support for the crucial role of azofuran activation and annulative rearrangement by gold/Bronsted acid relay catalysis.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Meng-Ying Hao, Yin Zhang, Na Lin, Rong Fu, Xiao-Shuang Ji, Bo Jiang, Shu-Jiang Tu, Wen-Juan Hao
Summary: A new gold(i) self-relay catalysis reaction has been reported, which enables the annulative oxygenation of propargylic alcohols with various O-nucleophiles, producing functionalized benzofurans in moderate to good yields under mild conditions. This protocol boasts the pi- and sigma-Lewis acid capability of gold complexes, showcasing high molecular convergence, broad substrate flexibility, high functional group compatibility, and mild conditions.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Peng Zhou, Wei-Tao Yang, Wen-Juan Hao, Bo Jiang
Summary: A copper-(II)/DBU relay catalyzed annulation of alpha-carbonyl-gamma-alkynyl sulfoxonium ylides with sulfonyl hydrazides is reported, resulting in the formation of a series of N-sulfonamido 2H-isoindoles. The reaction combines the Cu-(II)-catalyzed oxo-cyclization with the DBU-catalyzed skeletal rearrangement, leading to the formation of multiple new chemical bonds.