Article
Chemistry, Multidisciplinary
Peng Yang, Yaxin Sun, Kaiyue Fu, Li Zhang, Guang Yang, Jieyu Yue, Yu Ma, Jianrong Steve Zhou, Bo Tang
Summary: A nickel-catalyzed domino hydrocarboxylation-transfer hydrogenation reaction was utilized to convert terminal alkynes to alpha-chiral carboxylic acids. The reaction showed high selectivity and efficiency in preparing biologically active compounds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Lingpu Meng, Jingjie Yang, Mei Duan, You Wang, Shaolin Zhu
Summary: Regio- and enantioselective hydroarylamination, hydroalkylamination and hydroamidation of styrenes have been developed using NiH catalysis with a simple bioxazoline ligand under mild conditions. A variety of enantioenriched benzylic arylamines, alkylamines and amides can be easily accessed by employing nitroarenes, hydroxylamines and dioxazolones as amination reagents. Chiral induction in these reactions is proposed to proceed through an enantiodifferentiating syn-hydronickellation step.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Organic
Ryo Shintani
Summary: A new synthetic strategy called the "stitching reaction" has been developed, enabling the facile synthesis of novel bridged pi-conjugated compounds and the preparation of pi-conjugated polymers that were previously inaccessible. This strategy fills the current gap in the limited accessible structures of pi-conjugated compounds.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Multidisciplinary
Hui-Qing Geng, Tim Meyer, Robert Franke, Xiao-Feng Wu
Summary: Copper-catalyzed hydroformylation of alkenes has been achieved, leading to the production of aldehydes that can be further hydrogenated to alcohols under the same conditions. The reaction shows excellent regioselectivity and can also be used to synthesize specific compounds by adding alkyl halides.
Article
Multidisciplinary Sciences
Xiao-Biao Yan, Lun Li, Wen-Qiang Wu, Lun Xu, Ke Li, Yu-Cheng Liu, Hang Shi
Summary: The authors demonstrate a method to add alkanes with an amino functionality to olefins using a nickel catalyst that utilizes the amine itself as the hydride source, eliminating the need for an external hydride reagent. This approach allows for the production of valuable, complex structural motifs and chiral alpha-branched amines in organic synthesis. Additionally, the use of a P-chiral ligand further enhances the catalytic efficiency of the reaction.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Physical
Anyin Chen, Liang Fu, Wenjun Xiang, Wei Wei, Dan Liu, Changlu Liu
Summary: The research presents a novel method to prepare Ni5P4 nanosheets/nanoparticles structure on carbon cloth, showing excellent hydrogen evolution reaction (HER) activity with a large electrochemically active surface area and stability.
INTERNATIONAL JOURNAL OF HYDROGEN ENERGY
(2021)
Article
Chemistry, Organic
Chuan-Jin Hou, Alexander W. Schuppe, James Levi Knippel, Anton Z. Ni, Stephen L. Buchwald
Summary: A method for stereoselective hydroalkenylation of alkynes using enol triflates was reported in this study. The formation of Z,Z- or Z,E-1,3-dienes with excellent stereoselectivity and yield was achieved by leveraging an in situ-generated and geometrically pure vinyl-Cu(I) species. This approach allowed for the synthesis of highly substituted Z-dienes, including pentasubstituted 1,3-dienes, which are challenging to prepare using existing methods.
Article
Chemistry, Multidisciplinary
Jianxiao Li, Chenjing Hong, Yanan Niu, Bowen Wang, Wenfang Xiong, Huanfeng Jiang
Summary: A novel and reliable palladium-catalyzed oxylallylation reaction was developed for the synthesis of gem-difluorinated isoxazole derivatives. This strategy enables the direct combination of isoxazole motifs and gem-difluoroalkene units, which is challenging to achieve through conventional synthetic methods. The reaction proceeded with high atom- and step-economy and excellent functional group compatibility, providing structurally diverse products in moderate to good yields.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Organic
Jie Li, Haowen Ma, Xianqiang Zhong, Shanyue Li, Jiehao Zhang, Yunlin Ao, Wei Zhou, Qian Cai
Summary: Spiro beta-lactams are important scaffolds in many bioactive compounds and natural products. The development of new synthetic methods for the formation of structurally diversified chiral spiro beta-lactams is highly important for the discovery of novel bioactive structures. In this work, a copper(I)-catalyzed asymmetric Kinugasa/aldol-type cascade reaction of ketone-tethered propiolamides and nitrones is developed and a set of novel chiral spiro beta-lactams with three contiguous stereogenic centers was achieved in satisfactory yields with high diastereo- and enantioselectivity.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Farrukh Sajjad, Yanmei Chen, Xue Tian, Suzhen Dong, Alavala Gopi Krishna Reddy, Wenhao Hu, Dong Xing
Summary: An efficient strategy for the construction of 1,4-oxazines from simple alpha-amino ketones and diazo pyruvates catalyzed by RuCl3 was reported, showing promising anticancer activities towards HCT116. This transformation involves a tandem N-H insertion/cyclization sequence via an enol formation under mild reaction conditions with broad functional group tolerance.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Jinyun Luo, Muze Lin, Dengpeng Xia, Guangfen Du, Zhihua Cai, Bin Dai, Lin He
Summary: The first catalytic vicinal thiosulfonylation of ynones has been successfully achieved, resulting in the formation of C-SO2 and C-S bonds simultaneously. This was accomplished through a Michael addition/nucleophilic substitution tandem reaction between ynones and various thiosulfonates. The reaction exhibited excellent selectivity and high yields.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Lujun Zhang, Wenfang Xiong, Biao Yao, Haitao Liu, Meng Li, Yu Qin, Yujian Yu, Xu Li, Meng Chen, Wanqing Wu, Jianxiao Li, Jinliang Wang, Huanfeng Jiang
Summary: In this study, a Cu(i)-catalyzed intramolecular cyclization reaction in water was developed for the synthesis of isoquinolines and isoquinoline N-oxides. The reaction conditions were simple and mild, without the need for organic solvents, additives, or ligands. By modifying the protecting group of oximes, selective N-O/O-H cleavage could be achieved, producing the desired products in moderate to high yields with good functional group tolerance and high atom economy. The practicality of this method was further demonstrated by the total synthesis of moxaverine.
Article
Chemistry, Organic
Shinnosuke Kurita, Sayori Kiyota, Nobuyuki Komine, Masafumi Hirano
Summary: A reliable method for preparing polysubstituted pyrroles from conjugated iminohexatrienes has been discovered. The reaction involves a Ru(0)-catalyzed cross-dimerization of iminoalkyne with conjugated dienes, followed by treatment with acetic acid to yield 2-alkenylpyrroles.
Article
Chemistry, Multidisciplinary
Jian Chen, Gao Deng, You Wang, Shaolin Zhu
Summary: In this study, we have achieved a highly chemo-, regio- and enantioselective reductive hydrocarbonylation of alkenes using a chloroformate ester as a source of CO. This method allows for the rapid increase in molecular complexity and the selective generation of a wide range of structurally diverse alpha-hydroxy ketones, which are important structural elements in bioactive molecules and useful building blocks.
CHINESE JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
Stefano Nejrotti, Francesco Marra, Emanuele Priola, Andrea Maranzana, Cristina Prandi
Summary: The reactivity of furan-ynes in combination with pyridine and quinoline N-oxides in the presence of a Au(I) catalyst has been studied, enabling the synthesis of three different heterocyclic scaffolds. Selective access to two out of the three possible products has been achieved through the fine-tuning of the reaction conditions. The reactions proceed smoothly at room temperature and open-air, and were further extended to a broad substrate scope, affording functionalized dihydropyridinones and pyranones.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
Takuya Kurahashi, Seijiro Matsubara
ACCOUNTS OF CHEMICAL RESEARCH
(2015)
Article
Chemistry, Multidisciplinary
Daisuke Sakamaki, Soichiro Yano, Toshiyuki Kobashi, Shu Seki, Takuya Kurahashi, Seijiro Matsubara, Akihiro Ito, Kazuyoshi Tanaka
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2015)
Article
Chemistry, Multidisciplinary
Tasuku Inami, Takuya Kurahashi, Seijiro Matsubara
CHEMICAL COMMUNICATIONS
(2015)
Article
Chemistry, Organic
Kazuki Maeda, Takuma Terada, Takahiro Iwamoto, Takuya Kurahashi, Seijiro Matsubara
Article
Chemistry, Multidisciplinary
Kazuki Maeda, Toshifumi Takahashi, Rei Tomifuji, Naoya Hirao, Takuya Kurahashi, Seijiro Matsubara
Article
Chemistry, Organic
Rei Tomifuji, Kazuki Maeda, Toshifumi Takahashi, Takuya Kurahashi, Seijiro Matsubara
Article
Chemistry, Multidisciplinary
Rei Tomifuji, Takuya Kurahashi, Seijiro Matsubara
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Chemistry, Organic
Satoru Teranishi, Kazuki Maeda, Takuya Kurahashi, Seijiro Matsubara
Article
Chemistry, Organic
Rei Tomifuji, Shota Masuda, Takuya Kurahashi, Seijiro Matsubara
Article
Chemistry, Organic
Kazuki Maeda, Takuya Kurahashi, Seijiro Matsubara
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Tasuku Inami, Toshifumi Takahashi, Takuya Kurahashi, Seijiro Matsubara
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2019)
Article
Chemistry, Physical
Toshifumi Takahashi, Takuya Kurahashi, Seijiro Matsubara
Article
Chemistry, Organic
Rei Tomifuji, Shunpei Murano, Satoru Teranishi, Daiki Kuroda, Takuya Kurahashr, Seijiro Matsubara
Summary: The enantioselective oxa-Diels-Alder reaction of nonactivated substrates using FeCl3 and a 1,1'-bi-2-naphthol (BINOL) derived chiral phosphoric acid as a multiple activation catalyst was successfully achieved in this study. Various oxygen-containing six-membered heterocycles were synthesized in high yields and in an enantioselective manner. Density functional theory (DFT) calculations revealed the synergistic activation of two lone pairs of an aldehyde by both Lewis acidic and Bronsted acidic moieties in the catalyst system to facilitate enantioselective addition reaction of dienes.
Article
Chemistry, Organic
Tasuku Inami, Takuya Kurahashr, Seijiro Matsubara
Summary: A new nickel-catalyzed insertion reaction has been developed, where an alkyne is inserted into a 2-(trifluoromethyl)-1,3-benzothiazole to yield a novel compound. The structure of the intermediate was confirmed through X-ray single-crystal structure analysis and in situ X-ray absorption fine-structure spectroscopy.
Article
Chemistry, Multidisciplinary
Toshifumi Takahashi, Daiki Kuroda, Toru Kuwano, Yuji Yoshida, Takuya Kurahashi, Seijiro Matsubara
CHEMICAL COMMUNICATIONS
(2018)
