Article
Chemistry, Organic
Melanie A. Drew, Andrew J. Tague, Christopher Richardson, Stephen G. Pyne, Christopher J. T. Hyland
Summary: A two-step Pd-catalyzed (3 + 2) cycloaddition/HNO2 elimination reaction sequence has been developed to efficiently produce novel cyclic 1,3-dien-5-yne systems with high atom efficiency. The research allows for the selective isolation of a single diastereoisomer of the cycloadduct, demonstrating the potential for practical applications in organic synthesis.
Article
Chemistry, Multidisciplinary
Guan-Yu Zhang, Pan Zhang, Bing-Wen Li, Kang Liu, Jun Li, Zhi-Xiang Yu
Summary: Reported here is the Rh and Zn cocatalyzed [4 + 2] cycloaddition of newly designed yne-vinylcyclobutanones, which can generate bicyclic products with an all-carbon quaternary bridgehead center. Visual kinetic analysis and computational studies have been carried out to support the reaction mechanism and key steps involved.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Yusheng Yang, Han-Xiao Li, Tian-Yu Zhu, Zi-You Zhang, Zhi-Xiang Yu
Summary: Transition-metal-catalyzed [4 + 1] reaction of dienes and carbon monoxide (CO) can efficiently synthesize five-membered carbocycles. However, the reaction does not work with common dienes, but it proceeds smoothly when using cyclopropyl-capped dienes as substrates under the catalysis of [Rh(cod)Cl](2). This reaction provides a versatile method to access spiro[2.4]hept-6-en-4-ones and the products can be further transformed by utilizing the unique chemistry of the cyclopropyl groups.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Guan-Yu Zhang, Mu Lin, Zhi-Xiang Yu
Summary: DFT calculations were used to investigate the mechanisms of [3+2] and [3+2+1] reactions of ene/yne-vinylcyclopropanes (ene/yne-VCPs). The [3+2] reactions proceed through C-C cleavage of cyclopropane to form six-membered rhodacycle, followed by alkene/alkyne insertion and reductive elimination. The [3+2+1] reactions have two competing pathways depending on the order of CO insertion and ene/yne insertion steps. The tether length in the substrates is found to influence the success of these reactions and alter the reaction pathways.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Organic
Chen-Long Li, Yusheng Yang, Yi Zhou, Zhi-Xiang Yu
Summary: A formal [3+3+1] reaction was developed through gold(I)-catalyzed enyne cycloisomerization and rhodium(I)-catalyzed [6+1] reaction to synthesize aza-6/7 bicyclic compounds, hexahydrocyclohepta[c]pyridinones. DFT calculations revealed four steps involved in the [6+1] cycloaddition reaction of vinylspiropentanes and CO.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Hao-Jin Xu, Cui-Ting Li, Can-Ming Chen, Jie Chen, Xin-Qi Zhu, Bo Zhou, Long-Wu Ye
Summary: An efficient copper-catalyzed formal [4 + 1] annulation reaction of N-propargyl ynamides with diketones is described, enabling practical and atom-economic synthesis of valuable pyrrole-substituted dioxoles in generally moderate to excellent yields under mild reaction conditions. Thus, two new five-membered heterocycles can be constructed in one step through this vinyl cation chemistry.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Yu-Xuan Chen, Tao Huo, Quan Yin, Ling-Feng Jiang, Xuan Cheng, Hong-Xiang Ma, Yu-Xuan Jiang, Mei-Zhi Sun, Qing-Hai Deng
Summary: Researchers developed a stable and adjustable benziodazolone-based azidating reagent for the enantioselective copper-catalyzed azidation of N-unprotected 3-trifluoromethylated oxindoles, resulting in diverse enantioenriched 3-N3-3-CF3 oxindoles.
Article
Polymer Science
Pablo Hermosilla, Daniel Funes-Hernando, Ricardo Castarlenas, Andrea Di Giuseppe, Ramon Azpiroz, Eugenio Vispe, Jesus J. Perez-Torrente
Summary: The catalytic system of [Rh(mu-Cl)(IPr)(eta 2-coe)]2/pyridine efficiently facilitates the polyhydrothiolation reaction between dithiols and dialkynes, resulting in the formation of sulfur-rich poly(vinylidene sulfide)s with high molecular weights and high vinylidene sulfide content. The combination of different types of dithiols and dialkynes allows the preparation of poly(vinylidene sulfide)s with varying properties.
EUROPEAN POLYMER JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Chao Ning, Kang-Hua Rui, Yin Wei, Min Shi
Summary: In this study, the mechanism of Rh(i) complex catalyzed dimerization of ene-vinylidenecyclopropanes was elucidated through experimental and computational studies, and a key intermediate was identified.
Article
Chemistry, Organic
Jiang-Xi Yu, Li-Jun Wu, Zhi-Qiang Wang, Zhi-Feng Xu, Jin-Heng Li
Summary: A new method for the synthesis of 3-ethynyl-1-methylene-1,2-dihydronaphthalenes is described, involving copper-promoted palladium-catalyzed intermolecular alkynylative [5 + 1] carboannulation of 1-arylphenyl-prop-2-yn-1-yl acetates. The method shows excellent selectivity control, broad substrate scope, and good tolerance of functional groups by using two terminal alkyne molecules as alkynylation reagent and a one-carbon unit.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Fang Hu, Yunpeng Chu, Zhengqiang Cao, Yucheng Li, Xin-Ping Hui
Summary: An efficient method utilizing the in situ generation of C-nucleophiles by an iridium catalyst in an asymmetric formal [5+1] annulation reaction has been developed for the synthesis of tetrahydropyridine derivatives. This methodology allows for the direct synthesis of a wide range of chiral tetrahydropyridine derivatives with moderate to good yields and excellent enantioselectivity.
Article
Chemistry, Multidisciplinary
Jacqueline Bitai, Alastair J. Nimmo, Alexandra M. Z. Slawin, Andrew D. Smith
Summary: A new method for the enantioselective synthesis of substituted vinylcyclopentanes has been developed using cooperative palladium and isothiourea catalysis. Functionalized cyclopentanes can be synthesized with good yields and stereocontrol by intermolecular cycloaddition between reactive intermediates.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Fuhao Zhang, Xuan Dai, Lei Dai, Wenrui Zheng, Wai-Lun Chan, Xiaodong Tang, Xumu Zhang, Yixin Lu
Summary: A phosphine-catalyzed highly enantioselective and diastereoselective (3+2) annulation reaction has been developed, allowing convenient access to a range of highly functionalized chiral pyrrolidines. This method utilizes vinylcyclopropanes as a synthon for phosphine-mediated asymmetric annulation, offering new opportunities for the application of cyclopropanes substrates in phosphine-catalyzed organic transformations.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Takeo Sakai, Chise Okumura, Masatoshi Futamura, Naotaka Noda, Akari Nagae, Chiharu Kitamoto, Madoka Kamiya, Yuji Mori
Summary: A new gold(I)-catalyzed cascade reaction was reported, allowing the preparation of various fused nitrogen heterocycles from simple cyclic tertiary amines. This reaction has potential applications in the synthesis of cephalotaxine.
Article
Chemistry, Organic
Jiao-Jiao Han, Tao Jiang, Cui Zhang, Dan-Dan Cui, Yuan-Zhao Hua, Guang-Jian Mei, Min-Can Wang, Shi-Kun Jia
Summary: The enantioselective [3 + 2] annulation of α-hydroxy-1-indanones with yne-enones was achieved using dinuclear zinc catalysts via a Bronsted base and Lewis acid cooperative activation model. A variety of enantioenriched spiro[2,3-dihydrofuran-2,2'-inden-1-one] derivatives were obtained with high yields, excellent diastereoselectivities, and enantiostereoselectivities (up to 84% yield, 20:1 dr, 99% ee). This method offers a broad substrate scope, gram-scale synthesis, and late-stage functionalization of complex molecules.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Inorganic & Nuclear
Lonwabo Ngodwana, Sritama Bose, Vincent J. Smith, Willem A. L. van Otterlo, Gareth E. Arnott
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2017)
Article
Chemistry, Organic
Jun Yang, Wenbo Xu, Qi Cui, Xing Fan, Lu-Ning Wang, Zhi-Xiang Yu
Article
Chemistry, Inorganic & Nuclear
Qiang Li, Yun-Fu Xie, Bao-Chuan Sun, Jun Yang, Hai-Bin Song, Liang-Fu Tang
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2013)
Article
Chemistry, Inorganic & Nuclear
Qiang Li, Xin Li, Jun Yang, Hai-Bin Song, Liang-Fu Tang
Article
Chemistry, Organic
Subrata Ghosh, Sritama Bose, Anupam Jana, A. Nijamudheen, Ayan Datta
Article
Chemistry, Organic
Ritabrata Datta, Sritama Bose, Pipaliya B. Viththlbhai, Subrata Ghosh
TETRAHEDRON LETTERS
(2014)
Article
Chemistry, Organic
Sritama Bose, David R. W. Hodgson
Article
Chemistry, Organic
Jun Yang, Yuanwei Dai, Ryan Bartlett, Qiang Zhang
Summary: This method allows effective arginine glycosylation, catalyzed by a palladium complex, which can be achieved in one step at room temperature with high functional group tolerance, facilitating the preparation of glycopeptide analogues.
Article
Chemistry, Multidisciplinary
Jun Yang, Pan Zhang, Zeyuan Shen, Yi Zhou, Zhi-Xiang Yu
Summary: We propose an endo-oxidative cyclometallation (endo-OCM) reaction as a new reaction mode, which can provide a new concept for chemistry and the design of other reactions. We report a Rh(I)-catalyzed intramolecular [4 + 3] cycloaddition reaction, which efficiently synthesizes 5/7-fused bicyclic skeletons with a bridgehead ethyl substituent. Quantum chemical calculations have been carried out to analyze factors affecting the competition of exo-OCM and endo-OCM.
Article
Chemistry, Analytical
Jing Yang, Weihua Ding, Biyue Zhu, Sherri Zhen, Shi Kuang, Jun Yang, Can Zhang, Peng Wang, Fan Yang, Liuyue Yang, Wei Yin, Rudolph E. Tanzi, Shiqian Shen, Chongzhao Ran
Summary: Bioluminescence imaging can be used to monitor the levels of amyloid beta in Alzheimer's disease and serve as a reservoir mechanism for functional amyloids. The feasibility of this method has been validated through in vitro and in vivo experiments, and it can also be used to monitor disease progression and therapeutic effectiveness.
ANALYTICAL CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Jun Yang, Pan Zhang, Zeyuan Shen, Zhi-Xiang Yu
Summary: A Rh-catalyzed [4+3]/[4+1] cycloaddition reaction was reported, allowing the synthesis of compounds with a 5/7/5 tricyclic skeleton found in natural products. The scope of the reaction was investigated, as well as the further transformation of the cycloadduct. Computational studies were carried out to understand the mechanism of the [4+3]/[4+1] reaction and why the competing [4+3] reaction is disfavored.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Review
Chemistry, Multidisciplinary
Jianjian Yang, Qiang Liu, Shian Chen, Xiangnong Ding, Yuqi Chen, Dongsong Cai, Xi Wang
Summary: Single-atom catalysts (SACs) and dual-atom catalysts (DACs) have emerged as important research platforms in the field of electrocatalysis. They combine the characteristics of homogeneous and heterogeneous catalysis, providing advantages such as uniform active sites and adjustable interactions with ligands. This review comprehensively discusses their applications in electrocatalysis, including economic production, elucidation of reaction pathways and mechanisms, establishment of structure-performance relationships, and addressing major challenges and opportunities. The objective is to present novel ideas for synthesis strategies, active site control, accurate structure-activity relationships, mechanism exploration, and enhancing overall performance.
Article
Chemistry, Organic
Tregen M. Snayer, Sritama Bose, Gareth E. Arnott
