Article
Chemistry, Organic
Yue Wang, Manman Song, Er-Qing Li, Zheng Duan
Summary: This study presents a new palladium/phosphine cooperative catalytic system for the synthesis of bicyclo[3.1.0]hexene derivatives, highlighting the crucial roles of both Pd and phosphine in the selective intermolecular activation of Morita-Baylis-Hillman carbonates. This strategy opens up a new avenue for efficient and economical metal/Lewis base dual catalytic systems and provides valuable clues on solving the limitations of selective activation.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Jianning Liao, Jipan Dong, Jiaqing Xu, Wei Wang, Yongjun Wu, Yuxia Hou, Hongchao Guo
Summary: A phosphine-catalyzed [3 + 2] annulation reaction has been developed in this study to synthesize multifunctional isoxazoles with moderate to good yields and diastereoselectivities. The use of a spirocyclic chiral phosphine catalyst resulted in up to 89% ee.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Xi Chen, Min Liu, Jiaqing Xu, Lei Wang, Songcheng Yu, Yongjun Wu, Jiaxing Huang, Hongchao Guo
Summary: A phosphine-catalyzed (3+2) annulation of Morita-Baylis-Hillman carbonates with pyrazolinone-derived ketimines has been achieved to give a variety of functionalized spirodihydropyrrole-dihydropyrazolones in moderate to high yields with good diastereoselectivities.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Jiaqing Xu, Yimin Hu, Jianning Liao, Juan Du, Lei Wang, Wei Wang, Yongjun Wu, Hongchao Guo
Summary: A phosphine-catalyzed reaction successfully generated fluoroalkyl-substituted cyclopentene carboxylates with four substituents, including a fluoroalkyl stereogenic center at C4. Substrates with different substituents provided excellent yields and diastereoselectivities. This transformation offers a simple and efficient method for synthesizing fluoroalkyl-substituted cyclopentene compounds.
Article
Chemistry, Multidisciplinary
Lei Zhang, Wangzhen Bao, Yuchen Liang, Wenjing Pan, Dongyang Li, Lichun Kong, Zhi-Xiang Wang, Bo Peng
Summary: This study demonstrates the reversal of stereoselectivity in MBH-type [3,3]-rearrangement by using a new pair of rearrangement partners, leading to the synthesis of different types of alpha-aryl alpha,beta-unsaturated carbonyl derivatives. Mechanistic studies provide insights into the reaction pathway and the opposite stereoselectivities observed.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Atanu Mondal, Bishnupada Satpathi, S. S. Ramasastry
Summary: This study demonstrates a novel strategy for the phosphine-catalyzed intramolecular vinylogous aldol reaction of alpha-substituted enones, leading to the synthesis of various novel cyclic compounds and dibenzocycloheptanones with two contiguous stereocenters. The scope of this work is further expanded through transformations of the IVAR adducts, resulting in the synthesis of benzannulated nine-membered carbocyclic systems, interesting classes of dienes, trienes, and dienynes, as well as analogs of echinolactone D and russujaponol F.
Article
Chemistry, Multidisciplinary
Prashant Shukla, Ambika Asati, Devkumari Patel, Manorama Singh, Vijai K. K. Rai, Ankita Rai
Summary: This study reports on the Morita Baylis-Hillman (MBH) reaction using various aldehydes with acrylonitrile and methyl acrylate as electron-deficient alkenes. A novel catalyst, EDC.HCl, is utilized in the presence of CuI to synthesize the MBH adduct. The synthetic protocol shows excellent product yield (up to 99%), ambient reaction conditions, shorter reaction time, and no side product formation.
Article
Chemistry, Multidisciplinary
Bo Wang, Yimin Hu, Hongchao Guo, Lei Tao
Summary: Various multifunctional chromone-spiroindolinone-cyclopentene derivatives were synthesized through a phosphine-catalyzed reaction, showing excellent diastereoselectivities and potential application in the synthesis of biologically important compounds.
Article
Chemistry, Physical
Raquel Mato, Ruben Manzano, Efraim Reyes, Liher Prieto, Uxue Uria, Luisa Carrillo, Jose L. Vicario
Summary: An approximation to the synthesis of several sesquiterpenes from the Guaiane family is presented, wherein the core structure is obtained through a transannular Morita-Baylis-Hillman reaction performed under kinetic resolution. Various manipulations of the resulting MBH adduct have been conducted aiming at the total synthesis of gamma-Gurjunene, the formal synthesis of Clavukerin A, the synthesis of a non-natural isomer of isoguaiane, and the synthesis of an advanced intermediate in the total synthesis of Palustrol.
Article
Chemistry, Physical
Ricardo Lucas Gomes Pimentel, Rodolfo B. da Silva, Mario Luiz Araujo de Almeida Vasconcellos, Claudio Gabriel Lima-Junior, Fausthon F. da Silva
Summary: This study explores the synthesis and characterization of a mixed-metal copper-manganese iminodiacetate 1D coordination polymer (Cu/Mn-IDA) and its application as a catalyst for the Morita-Baylis-Hillman reaction. The results demonstrate that under optimized conditions, the catalyst can achieve yields of up to 87% for various aldehyde substrates. Additionally, the catalyst exhibits good recyclability.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Organic
Sebastiano Mantovani, Angela Pintus, Alessandro Kovtun, Giulio Bertuzzi, Manuela Melucci, Marco Bandini
Summary: A metal-free synthetic approach to functionalized indenes using graphene oxide (GO) is presented in this article. The method involves intramolecular Friedel-Crafts-type allylic alkylations with Morita-Baylis-Hillman alcohols. Experimental and spectroscopic investigations were conducted to understand the reaction mechanism involving a nanostructured carbon material-based C-C bond forming reaction. The results showed that this carbocatalysis approach is a viable option for the synthesis of indenes, with a wide scope and moderate to high yield under mild reaction conditions.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Physical
Hugo Santos, Lucas A. Zeoly, Manoel T. Rodrigues Jr, Fabio S. Fernandes, Ralph C. Gomes, Wanda P. Almeida, Fernando Coelho
Summary: Since its discovery in the late 1960s, the Morita-Baylis-Hillman (MBH) reaction has been a powerful carbon-carbon sigma-bond-forming reaction, producing small polyfunctionalized molecules. Advances in functional catalysts and reaction conditions have been made to improve the reaction rate, substrate scope, and enantioselectivity. This review provides an updated summary of the main improvements in catalytic systems for the MBH reaction over the past decade until nowadays, aiming to inspire further investigations and overcome the remaining challenges of this fascinating transformation.
Article
Parasitology
Ana Carolina Santana Vieira, Mariana da Silva Santos, Anderson Brandao Leite, Amanda Evelyn da Silva, Luiz Henrique Agra Cavalcante-Silva, Gabrielle de Souza Augusto Pereira, Sany Delany Gomes Marques, Barbara Viviana de Oliveira Santos, Alysson Wagner Fernandes Duarte, Aline Cavalcante de Queiroz, Kristerson Reinaldo de Luna-Freire, Magna Suzana Alexandre-Moreira
Summary: Leishmaniasis is a neglected disease with limited treatment options and adverse effects. This study evaluated the antileishmanial activity of several derivatives and found that one derivative (1G) showed activity against both promastigote and amastigote forms with low toxicity to macrophages.
PARASITOLOGY RESEARCH
(2022)
Article
Chemistry, Multidisciplinary
Lucas Raposo Carvalho, Lucas Gil Venturelli, Thiago Castro Lopes, Eclair Venturini Venturini Filho, Vinicius Goncalves Fontenelle, Guilherme Ferreira de Lima, Leila Lea Yuan Visconte, Eder do Couto Tavares
Summary: Eliminating N-nitrosamines from rubber products is a challenge for the industry, and allyldithiocarbimate salts can be a viable alternative to traditional accelerators, offering better performance.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2023)
Article
Chemistry, Organic
Marta Papis, Raffaella Bucci, Alessandro Contini, Maria Luisa Gelmi, Leonardo Lo Presti, Giovanni Poli, Gianluigi Broggini, Camilla Loro
Summary: A phosphine-catalyzed domino assembly of six units of 2-bromomethyl acrylates was developed to synthesize polyalkenyl adducts containing two cyclohexenyl rings. This method involves initial dimerization and subsequent trimerization of the substrate, resulting in the formation of seven carbon-carbon bonds and four stereocenters. The protocol has also been successfully scaled up to gram-scale experiments.
Article
Chemistry, Multidisciplinary
Yanhui Wang, Maria Nikolopoulou, Emilie Delahaye, Cedric Leuvrey, Fabrice Leroux, Pierre Rabu, Guillaume Rogez
Article
Chemistry, Multidisciplinary
Yanhui Wang, Sanghoon Kim, Nicolas Louvain, Johan G. Alauzun, P. Hubert Mutin
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Chemistry, Inorganic & Nuclear
Yanhui Wang, Cedric Leuvrey, Emilie Delahaye, Fabrice Leroux, Pierre Rabu, Christine Taviot-Gueho, Guillaume Rogez
JOURNAL OF SOLID STATE CHEMISTRY
(2019)
Article
Biochemistry & Molecular Biology
Yanhui Wang, Maroua Bouchneb, Johan G. Alauzun, P. Hubert Mutin
Article
Nanoscience & Nanotechnology
Yanhui Wang, P. Hubert Mutin, Johan G. Alauzun
BEILSTEIN JOURNAL OF NANOTECHNOLOGY
(2019)
Article
Chemistry, Physical
Yanhui Wang, Johan G. Alauzun, P. Hubert Mutin
CHEMISTRY OF MATERIALS
(2020)
Article
Chemistry, Analytical
Jian Zhang, Dong Han, Yanhui Wang, Longwei Wang, Xuanyu Chen, Xiran Qiao, Xin Yu
Article
Chemistry, Multidisciplinary
Yanhui Wang, Maroua Bouchneb, Rimeh Mighri, Johan G. Alauzun, P. Hubert Mutin
Summary: Various non-hydrolytic sol-gel synthesis methods were investigated to selectively produce mesoporous t-ZrO2 or m-ZrO2 with significant specific surface areas. The presence of significant amounts of water favored the formation of m-ZrO2, while strictly non-hydrolytic routes favored the formation of t-ZrO2. The role of water in the structure of zirconia was found to be crucial.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Isaac Choi, Valentin Mueller, Yanhui Wang, Kai Xue, Rositha Kuniyil, Loren B. Andreas, Volker Karius, Johan G. Alauzun, Lutz Ackermann
CHEMISTRY-A EUROPEAN JOURNAL
(2020)
Article
Nanoscience & Nanotechnology
Niels Van Velthoven, Yanhui Wang, Hannah Van Hees, Mickael Henrion, Aram L. Bugaev, Guillaume Gracy, Kassem Amro, Alexander V. Soldatov, Johan G. Alauzun, P. Hubert Mutin, Dirk E. De Vos
ACS APPLIED MATERIALS & INTERFACES
(2020)
Article
Multidisciplinary Sciences
Yunfu Lu, Feifei Chen, Qingmin Zhao, Qiao Cao, Rongrong Chen, Huiwen Pan, Yanhui Wang, Haixin Huang, Ruimin Huang, Qian Liu, Min Li, Taeok Bae, Haihua Liang, Lefu Lan
Summary: Inhibition of TarO, the first enzyme in the wall teichoic acid biosynthetic pathway, decreases the expression of key virulence determinants in community-associated MRSA, and this effect is linked to the activation of the VraRS two-component system. The findings suggest that targeting TarO could be a potential strategy for anti-virulence therapy in MRSA infections.
NATURE COMMUNICATIONS
(2023)
Article
Engineering, Civil
Runfeng Zhang, Yanhui Wang, Weiqiang Gao, Shaoqiong Yang
Summary: This article proposes an underwater glider (UG) fleet coordinate control architecture (GFC2A) to realize large-range ocean observation based on real-time data and ocean model data. The GFC2A integrates a data-driven velocity and time prediction model (VTPM) for UG and a virtual distributed control model. The proposed architecture is validated through simulation experiments and sea trials, demonstrating its effectiveness in coordinating UG fleet and achieving accurate observation of the ocean.
IEEE JOURNAL OF OCEANIC ENGINEERING
(2023)
Article
Engineering, Marine
Shuai Li, Yanhui Wang, Xiaojuan Ma, Ming Yang, Shaoqiong Yang, Wendong Niu
Summary: In this study, a new method for constructing a multi-UG formation based on virtual hinges is proposed. The UGs in the formation are linked in series and considered as rigid bodies to achieve precise position and attitude coordination. Each glider in the formation only considers the adjacent gliders, and the communication topology compensates for the short communication distance of underwater acoustic communication.
Article
Chemistry, Analytical
Man Li, Xinyi Zhou, Siyao Qin, Ziyan Bin, Yanhui Wang
Summary: This paper proposes an improved RAkEL algorithm for fault diagnosis of high-speed train traction transformers. The method extracts associated faults from sleeping fault maintenance data and uses association rules to identify traction transformer faults. The results show a significant improvement in evaluation indicators, which can help engineers perform timely maintenance work.
Article
Cell Biology
Ke-Qi Yu, Chuan-Fei Li, Lu Ye, Ya Song, Yan-Hui Wang, Yu-Ru Lin, Sheng-Tao Liao, Zhe-Chuan Mei, Lin Lv
Summary: This study reveals that ANRIL is involved in the progression of ulcerative colitis (UC) by inhibiting IL-6 and TNF-alpha through the miR-191-5P/SATB1 axis. The downregulation of ANRIL is associated with disease severity in UC patients. This research provides novel insights into the treatment of UC by targeting the ANRIL-mediated miR-191-5P/SATB1 axis.
