Article
Chemistry, Multidisciplinary
Wei Xiao, Zihao Wang, Jinxiang Yang, Meishuang Qiu, Yan Peng, Xiaorong Xiong, Yizhuo Lu, Tianyou Chen, Zushun Xu
Summary: Colloidal polystyrene-supported cooperative imidazolidinone/thiourea catalysts were developed for efficient aldol reaction and substrate-selective Knoevenagel condensation in water, with the synergistic effect of hydrophobic interaction and hydrogen bonding between the substrates and catalysts playing a crucial role. These catalysts show great potential for efficient and selective catalysis in other reactions.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Physical
Joshua A. Clarke, Georgii Nikonov
Summary: A highly selective catalytic reduction of tertiary amides to aldehydes has been reported. The catalytic system KOtBu/(EtO)(2)MeSiH showed high activity in converting tertiary amides to silylated hemiaminals, which can be further converted to aldehydes under mild conditions. The reaction is compatible with various functional groups, but poorly tolerated easily reducible functional groups such as esters, ketones, and aldehydes. This transition metal-free strategy provides a cheap and readily available method for the efficient reduction of tertiary amides to aldehydes.
Article
Chemistry, Multidisciplinary
Saikat Das, Qiupeng Hu, Azusa Kondoh, Masahiro Terada
Summary: Enantioselective protonation of diarylphosphine oxides with 2-vinyl azaheterocycle N-oxide derivatives was achieved using chiral bis(guanidino)iminophosphorane as the catalyst, where a chiral weak conjugate acid played a crucial role as the proton source. This method allows for a broadening of enantioselective reaction systems by utilizing less acidic pronucleophiles, and enables the synthesis of chiral metal complex ligands through reduction of phosphine oxide and N-oxide units.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
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
Chemistry, Organic
Patricia Cmelova, Peter Sramel, Barbora Zahradnikova, Viktoria Modrocka, Henrich Szabados, Maria Meciarova, Radovan Sebesta
Summary: This paper presents the synthesis and evaluation of a bifunctional organic catalyst that can efficiently catalyze the selective synthesis of polyfunctional molecules. The hybrid organocatalysts consist of Pro-Pro dipeptide and thiourea moiety connected via a 1,2-diaminocyclohexane unit.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Review
Biochemistry & Molecular Biology
Karen J. Li, Clay S. Bennett
Summary: Carbohydrates play an important role in therapeutic development, but producing homogeneous materials, especially for non-mammalian sugars, remains challenging. Recent research has focused on catalytic methods, such as organometallic and organocatalytic approaches, for selective functionalization. Many glycosylation methods also use catalysts, often in combination with photoredox conditions, to achieve stereoselectivity. Automation of glycosylation has also advanced, reducing the time and manual steps required for synthesizing oligosaccharides.
CURRENT OPINION IN CHEMICAL BIOLOGY
(2022)
Review
Chemistry, Applied
Shengshu Liu, Bing-Qian Zhang, Wen-Ying Xiao, Yin-Long Li, Jun Deng
Summary: Heterocycles containing halogen or chalcogen elements are crucial building blocks in natural products and bioactive targets. Catalytic asymmetric functionalization of carbon-carbon unsaturated bonds with halogen or chalcogen electrophiles is an efficient method to obtain chiral heterocyclic backbones.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Paul Zebrowski, Uwe Monkowius, Mario Waser
Summary: We report a two-step approach for the enantioselective synthesis of novel chiral δ-lactams. The protocol involves an asymmetric α-allylation of activated aryl esters followed by an acid-mediated lactam formation. The method provides highly enantioselective and reasonably high-yielding products, which can be further utilized via transformations of the exocyclic double bond.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Suvendu Halder, Rupa Bai Addanki, Pavan K. Kancharla
Summary: The alkene-based o-[1-(p-MeO-phenyl)vinyl]benzoates (PMPVB) donors have been successfully used for the regio- and stereoselective synthesis of C-linked indolyl glycosides under catalytic Bronsted acidic conditions. The highly reactive glycosyl donors enable the use of poorly nucleophilic N-Boc and N-acetyl indole derivatives, resulting in excellent yields and stereoselectivities of the indolyl glycosides. Furthermore, conditions for recycling the byproduct have been developed, significantly improving the potential of these donors.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Qingqing Luo, Zhou Tian, Jie Tang, Jie Wang, Yin Tian, Cheng Peng, Gu Zhan, Bo Han
Summary: The study focuses on the design of bifunctional 4-pyrrolidinopyridines as Lewis base catalysts, which exhibited excellent efficiency and stereoselectivity in asymmetric cycloaddition reactions. The research provides strong support for the construction of chiral spiropyrazolone derivatives.
Article
Chemistry, Organic
Jun Ueda, Shingo Harada, Mayu Kobayashi, Mai Yanagawa, Tetsuhiro Nemoto
Summary: A dual catalyst system consisting of maleic acid and Schreiner's thiourea was used to successfully synthesize a spiroindolenine core, providing a new approach for synthetic strategies that were previously difficult to achieve. Computational studies revealed a unique macrocyclic transition state that lowered the activation energy of the spirocyclization reaction.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Physical
Divya Prasad, Sarat Chandra Alla, Dipak B. Bawiskar, Sandeep Suryabhan Gholap, Arvind H. Jadhav
Summary: This study demonstrates the development of a recyclable organic-inorganic hybrid catalyst for selective fixation of CO2 and epoxides into cyclic carbonates. The catalyst consists of quaternary ammonium salt as active organic groups and CuO flowers as the inorganic component. It showed high catalytic activity and selectivity towards styrene carbonate under mild reaction conditions, as well as good reusability without leaching of active groups. The mechanism involves a cooperative activation of epoxide by CuO and CO2 by immobilized TBAI groups.
Article
Chemistry, Organic
Virginia C. Rufino, Josefredo R. Pliego
Summary: Primary-amine thioureas are key organocatalysts used in challenging asymmetric Michael-type reactions. The study found that imine-iminium ion catalysis is a viable route, requiring acid as a cocatalyst in key steps, to determine the enantioselectivity of the reaction.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Renitta Benny, Soumen De
Summary: The study demonstrates the design, synthesis, and operation of a readily accessible two-state switch. The switch initially exists in an intramolecularly hydrogen-bonded self-locked state, which is supported by solution-state NMR and solid-state structure analysis. The switch can be reversibly altered between anti-anti and syn-anti conformations by adding and removing Cu+ ions, as confirmed by NMR and crystallographic studies. The anti-anti form exhibits catalytic activity in the Michael addition reaction, while the syn-anti form is catalytically inactive.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Physical
Haotian Zhang, Haonan Zhang, Huimin Du, Jian Xiao, Minli Tao, Ning Ma, Wenqin Zhang
Summary: The acid-base pairing and fabrication method were employed to construct acid-base bifunctional heterogeneous catalysts. The boronic acid-amine bifunctional PANFs were prepared by introducing boronic acid groups into primary amine-functionalized polyacrylonitrile fibers via amide bond formation. The performance of the fiber catalysts PAN(EA-BA1)F and PAN(EA-BA2)F in the Henry reactions showed great correlation with the change of boronic acid, with PAN(EA-BA2)F exhibiting higher substrate selectivity.
Article
Chemistry, Multidisciplinary
Yogesh Jaiswal, Yogesh Kumar, Jagannath Pal, Ranga Subramanian, Amit Kumar
CHEMICAL COMMUNICATIONS
(2018)
Article
Chemistry, Organic
Ismail Althagafi, Ranjay Shaw, Cheng-Run Tang, Rahul Panwar, Shally, Chanda Sinha, Amit Kumar, Yong-Tang Zheng, Ramendra Pratap
ORGANIC & BIOMOLECULAR CHEMISTRY
(2018)
Article
Chemistry, Organic
Yogesh Kumar, Yogesh Jaiswal, Amit Kumar
Article
Chemistry, Organic
Mukta Shaw, Rima Thakur, Amit Kumar
JOURNAL OF ORGANIC CHEMISTRY
(2019)
Article
Chemistry, Organic
Mukta Shaw, Amit Kumar
Article
Chemistry, Multidisciplinary
Mukta Shaw, Amit Kumar
CHEMISTRY-AN ASIAN JOURNAL
(2019)
Article
Chemistry, Physical
Yogesh Jaiswal, Amit Kumar
CATALYSIS COMMUNICATIONS
(2019)
Article
Chemistry, Physical
Muhammad Nadeem Arshad, Hassan M. Faidallah, Abdullah M. Asiri, Naveen Kosar, Tariq Mahmood
JOURNAL OF MOLECULAR STRUCTURE
(2020)
Article
Chemistry, Organic
Yogesh Jaiswal, Saptarshi Mandal, Prolay Das, Amit Kumar
Article
Chemistry, Organic
Akanksha Singh Baghel, Yogesh Jaiswal, Amit Kumar
Article
Chemistry, Organic
Hassan M. Faidallah, Tariq R. Sobahi, Abdulrahman S. Alharbi, Khaled M. El-Avia
Summary: This study reports the synthesis and characterization of new bicyclic and tricyclic heterocyclic macromolecules starting from new dienones. The cytotoxicity of some of the synthesized derivatives was also investigated.
POLYCYCLIC AROMATIC COMPOUNDS
(2022)
Article
Multidisciplinary Sciences
Abdulrashid Umar, Hassan M. Faidallah, Qamar Uddin Ahmed, Khalid A. Alamry, Sayeed Mukhtar, Meshari A. Alsharif, Syed Najmul Hejaz Azmi, Humaira Parveen, Zainul Amiruddin Zakaria, Mostafa A. Hussien
Summary: This study describes the design and synthesis of a series of novel benzoquinoline analogues and evaluates their antiproliferative activity against colon, breast, and hepatocellular cancers. One compound (CNMP, 2) exhibited the most potent anticancer effect and molecular docking studies confirmed its binding affinity. The results suggest that CNMP may serve as a potential lead structure for the development of more effective anticancer candidates.
JOURNAL OF KING SAUD UNIVERSITY SCIENCE
(2022)
Review
Chemistry, Organic
Rima Thakur, Yogesh Jaiswal, Amit Kumar
ORGANIC & BIOMOLECULAR CHEMISTRY
(2019)
Article
Chemistry, Organic
Yogesh Jaiswal, Yogesh Kumar, Amit Kumar
ORGANIC & BIOMOLECULAR CHEMISTRY
(2019)
Article
Crystallography
Abdullah M. Asiri, Khalid A. H. Alzahrani, Hassan M. Faidallah, Khalid A. Alamry, Mukesh M. Jotani, Edward R. T. Tiekink
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
(2019)
