Article
Chemistry, Organic
Shaofeng Wu, Furong Geng, Jianyu Dong, Long Liu, Yongbo Zhou
Summary: A metal-free and highly general synthesis of benzoxazoles from abundant phenols and amines has been developed using TEMPO-controlled phenol functionalization. This method offers advantages in terms of generality, selectivity, efficiency, and atom-and-step economies over traditional methods.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Engineering, Environmental
Daria Kowalczykiewicz, Daria Kowalczykiewicz, Marta Przypis, Marta Przypis, Luuk Mestrom, Luuk Mestrom, Antje Kumpf, Antje Kumpf, Dirk Tischler, Dirk Tischler, Peter-Leon Hagedoorn, Peter-Leon Hagedoorn, Ulf Hanefeld, Ulf Hanefeld, Andrzej Jarzebski, Andrzej Jarzebski, Katarzyna Szymanska, Katarzyna Szymanska
Summary: In this study, a two-step continuous flow enzymatic synthesis process was demonstrated using basic sugars as substrates in monolithic microreactors. Immobilisation of the enzymes on functionalised silica supports was found to be most effective through covalent bonding by amino groups using a glutaraldehyde linker. The process allows for the continuous in flow synthesis of natural and non-natural trehalose analogues and disaccharides, with high space-time-yield values achieved for UDP-glucose pyrophosphorylase and trehalose transferase catalysed reactions.
CHEMICAL ENGINEERING JOURNAL
(2022)
Article
Chemistry, Analytical
Jiaxi Gao, Xiaoyu Hua, Ruo Yuan, Qiong Li, Wenju Xu
Summary: An amplified and renewable electrochemical biosensor was developed through bienzymatic cascade catalysis using glucose oxidase and horseradish peroxidase, confined in a functional Y-shaped DNA nanostructure oriented by a dual-thiol-ended hairpin probe. The method showed high sensitivity in detecting sequence-specific biomarker DNA related to Alzheimer's disease.
Article
Chemistry, Analytical
Anahita Izadyar, My Ni Van, Kayleigh Amber Rodriguez, Ilwoo Seok, Elizabeth E. Hood
Summary: By utilizing recombinant enzymes derived from corn, researchers developed a novel biosensor for glucose detection that offers fast, accurate, and cost-effective measurements. The biosensor demonstrated excellent amperometric response to detect glucose over a wide range, with high reproducibility and selectivity in experimental solutions.
JOURNAL OF ELECTROANALYTICAL CHEMISTRY
(2021)
Article
Chemistry, Physical
Heyan Jiang, Cuicui Zang, Hongmei Cheng, Bin Sun, Xue Gao
Summary: Porous borocarbonitride (P-BCN) with enhanced crystallinity and improved N-B pair exposure was prepared using a simple KCl-assisted molten salt strategy, enabling efficient heterogeneous photocatalytic synthesis of benzazoles. The improved photocatalytic performance is attributed to the enhancement in charge separation and transmission, as well as the promotion of superoxide radical generation and oxidation ability. This work presents a green and efficient synthetic strategy towards benzazoles and other fine chemicals through metal-free heterogeneous photocatalysis.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
Article
Multidisciplinary Sciences
Hai Truong Nguyen, Trinh Hao Nguyen, Dung Duc Pham, Cong Tien Nguyen, Phuong Hoang Tran
Summary: A green method for synthesizing benzoxazoles and benzothiazoles with good yields has been developed using imidazolium chlorozincate (II) ionic liquid supported into Fe3O4 nanoparticles (LAIL@MNP) under solvent-free sonication. This method allows for fast reaction rates and high product yields, with the added benefit of easy separation and recyclability of the catalyst material.
Article
Chemistry, Multidisciplinary
Dongmei Fu, Yicheng Ye, Chao Gao, Dazhi Xie, Fei Peng
Summary: In this study, a novel enzymatic nanomotor system was developed by modifying histamine-metabolizing enzyme onto Janus Au/mSiO(2) nanoparticles, which exhibited enhanced diffusive motion with increasing histamine concentration. This system not only expands the physiologic enzyme library for biomedical micro/nanomotors but also provides new ideas for the immune therapy of diseases targeting histamine.
Letter
Chemistry, Organic
Chithaluri Sudhakar, Vanam Shekhar, Manchi Shyamsunder, Adurthi Suryakumari, Vala Manojkumar
Summary: Treatment of 2-aminophenol (or 2-aminothiophenol) with aromatic aldehydes in the presence of phosphomolybdic acid on silica at room temperature yields benzoxazoles (or benzothiazoles) in excellent yields (88-96%) under heterogeneous conditions. The reaction forms benzoxazoles and benzothiazoles in less than 10 minutes.
LETTERS IN ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Gabor Gyorke, Andras Dancso, Balazs Volk, David Hunyadi, Imre Szaloki, Anna Bulatko, Matyas Milen
Summary: Copper is abundant on Earth and copper catalysis in organic syntheses offers economical and environmentally friendly procedures. This study demonstrates the preparation of benzoxazoles and benzothiazoles from inexpensive starting materials in the presence of naturally occurring copper-containing minerals. The reaction was feasible with various minerals, resulting in good yields and high purity of the products.
TETRAHEDRON LETTERS
(2023)
Article
Chemistry, Inorganic & Nuclear
Sushil R. Mathapati, Komal N. Patil, Sujit S. Mathakari, Appasaheb W. Suryawanshi, Arvind H. Jadhav
Summary: This study describes the synthesis of a series of benzimidazoles, benzoxazoles, and benzothiazoles using 1,2-phenylenediamine, 2-aminothiophenol, or 2-aminophenol as starting materials and aryl, aliphatic and heteroaryl aldehydes as reactants. The use of 5 mol % fluorophosphoric acid as a catalyst in ethanol solvent at room temperature led to efficient synthesis with shorter reaction times, simple work-up techniques, high yields, and easy availability as key advantages of this approach.
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
(2021)
Article
Chemistry, Physical
Yinuo Li, Cuiyu Bao, Zhoutong Sun, Wuyuan Zhang, Bo Yuan
Summary: The oxidation of benzylic alcohols coupled with the Morita-Baylis-Hillman (MBH) reactions in biocatalytic compatible conditions was evaluated. One-pot cascades were described and compared, including a chemoenzymatic cascade with galactose oxidase (GOase M3-5) and 1,4-Diazabicyclo [2.2.2] octane (DABCO), a concurrent dual-enzyme cascade with GOase M3-5 and a computationally designed enzyme MBHase (BH32.14), and a whole cell biotransformation with co-expression modules of the two enzymes. The cascades showed high conversions and yields, with some products having high optical purity.
Article
Chemistry, Multidisciplinary
Yuhuan Qin, Mingming Hao, Chao Xu, Zhaohui Li
Summary: This study demonstrates a green and sustainable method for synthesizing benzimidazoles using visible light initiated one-pot tandem/cascade reactions. The deposition of gold nanoparticles on MIL-101(Fe) significantly enhances catalytic activity, with reaction steps involving alcohol dehydrogenation, condensation to form Schiff bases, and oxidation to produce benzimidazoles.
Article
Chemistry, Organic
Sivagami Mathavan, Subburethinam Ramesh, Rajesh B. R. D. Yamajala
Summary: This article reports a catalyst-free synthesis of 2-aryl substituted benzoxazoles, benzothiazoles, and quinoxalinones, as well as a solvent-free grinding method for the synthesis of benzoxazinones using alpha-keto acids and 2-aminophenol. These methods have the advantages of catalyst-free protocol, short reaction times, straightforward workup, and chromatography-free processing of the products.
SYNTHETIC COMMUNICATIONS
(2023)
Review
Chemistry, Multidisciplinary
Shivnath R. Patel, Rajendra V. Patil, Jagdish U. Chavan, Anil G. Beldar
Summary: Naturally occurring and synthetic heterocyclic compounds like benzoxazoles and its derivatives are important in pharmaceuticals, agriculture, polymer, and material science, exhibiting significant antimicrobial activities. In recent years, the application of nanocatalysts in the synthesis of benzoxazole derivatives through multi-component reactions (MCRs) has gained interest due to their advantages over conventional catalyst reactions, including high surface area ratio, simple purification, low catalyst loading, high atom economy, inexpensiveness, short reaction time, better yield, and recyclability. This review article focuses on the fabrication, characterization, and applications of nanocatalysts for the synthesis of benzoxazole moieties from 2011 to 2022.
Article
Chemistry, Physical
Yuan Cai, Hailong Yuan, Qiang Gao, Lili Wu, Lijun Xue, Nengjie Feng, Yuan Sun
Summary: In this study, a well dispersed magnetically separable palladium complex was successfully synthesized by immobilizing palladium (II) complex on the surface of silica-coated magnetic nanoparticles modified with phenanthroline ligand. The as-fabricated nanocatalyst was characterized by various spectroscopic techniques and found to be efficient for the synthesis of benzoxazoles, benzothiazoles and cyanation of aryl halides. It demonstrated high efficiency and the ability to be recovered and reused for at least up to seven consecutive runs.
Review
Chemistry, Medicinal
Akriti Kumari, Manvika Karnatak, Davinder Singh, Ravi Shankar, Jawahar L. Jat, Siddharth Sharma, Dinesh Yadav, Rahul Shrivastava, Ved Prakash Verma
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2019)
Article
Chemistry, Organic
Karandeep Singh, Bhanwar Kumar Malviya, Ved Prakash Verma, Satpal Singh Badsara, Vimal K. Bhardwaj, Siddharth Sharma
Article
Chemistry, Multidisciplinary
Bhanwar Kumar Malviya, Karandeep Singh, Pradeep K. Jaiswal, Monika Shukla, Ved Prakash Verma, Murugesan Vanangamudi, Amanpreet Kaur Jassal, Pinki B. Punjabi, Siddharth Sharma
Article
Chemistry, Organic
Karandeep Singh, Bhanwar Kumar Malviya, Pradeep K. Jaiswal, Ved Prakash Verma, Swapandeep Singh Chimni, Siddharth Sharma
Article
Chemistry, Organic
Bhanwar Kumar Malviya, Pradeep K. Jaiswal, Ved Prakash Verma, Satpal Singh Badsara, Siddharth Sharma
Article
Chemistry, Organic
Bhanwar Kumar Malviya, Ved Prakash Verma, Pinki B. Punjabi, Mukesh Kumar, Siddharth Sharma
Summary: Efficient and highly diastereoselective synthesis of schizocommunin analogues was achieved through an iron-catalyzed reaction, using air as an oxidant. The method produced good to excellent yields with tolerance for various functional groups. Schizocommunin is a bioactive natural product with broad spectrum of biological properties, including anticancer activity.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Medicinal
Monika Shukla, Mohammad Hassam, Dinesh Kumar Yadav, Siddharth Sharma, Chandan Singh, Sunil K. Puri, Rahul Shrivastava, Ved Prakash Verma
Summary: Malaria epidemics pose a threat to low-income countries, and novel 1,2,4-trioxanes have shown promising anti-malarial activity in mice, with some compounds demonstrating twice the efficacy of artemisinin.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2021)
Article
Chemistry, Organic
Bhanwar Kumar Malviya, Amanpreet Kaur Jassal, Manvika Karnatak, Ved Prakash Verma, Siddharth Sharma
Summary: This study reports a novel electro-oxidative cascade cyclization reaction, using electricity as the primary energy input, to synthesize a series of indolizine derivatives. This method provides a new strategy for generating heterocyclic diversity of indolizines.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Mahesh Meena, Bhanwar K. Malviya, Karandeep Singh, Priyanka Yadav, Pankaj Naharwal, Neetu Kumari, Ved Prakash Verma, Dinesh K. Yadav, Siddharth Sharma
Summary: An efficient methodology for the synthesis of indolizines from readily accessible substrates via I-2/FeCl3 is described. This approach provides a highly efficient and convenient way to obtain indolizine derivatives under relatively mild reaction conditions.
Article
Chemistry, Organic
Kuldeep Singh Bhati, Riya Nagar, Bhanwar Kumar Malviya, Monika Shukla, Amanpreet Kaur Jassal, Ved Prakash Verma, Dinesh Kumar Yadav, Neetu Kumari, Siddharth Sharma
Summary: A novel electrochemical method for the synthesis of thiol-functionalized 2H-indazoles has been reported. This method does not require catalysts, oxidants, or metals, and only produces harmless hydrogen as a byproduct. By using a graphite/Ni flow cell under continuous electrochemical flow conditions, gram-scale production of 3-(arylthio)-2H-indazole compounds can be achieved in a short residence time of 39 minutes. Detailed mechanistic studies, including control experiments and cyclic voltammetry, support the presence of a radical-radical cross-coupling pathway.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Riya Nagar, Dinesh Suwalka, Bhanwar Kumar Malviya, Ved Prakash Verma, Amanpreet Kaur Jassal, Siddharth Sharma
Summary: The combination of the Ugi reaction and electro-organic synthesis has been used to develop a new strategy for the synthesis of novel heterocycles with diverse functional groups. This approach offers high selectivity and is applicable for large-scale synthesis.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Dinesh Suwalka, Bhanwar Kumar Malviya, Ved Prakash Verma, Amanpreet Kaur Jassal, Siddharth Sharma
Summary: In this study, post-Ugi cyclization reactions were explored using N-centered radical-mediated intramolecular ipso cyclization to synthesize diverse spirocyclic variants of 4-imidazolidinones through the use of electrochemically generated amidyl radicals from the bis-amides of the Ugi adducts. This method features metal- and reagent-free reactions that are scalable and have broad substrate scope.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Kuldeep Singh Bhati, Dinesh Suwalka, Ved Prakash Verma, Amanpreet Kaur Jassal, Neetu Kumari, Siddharth Sharma
Summary: This paper presents a simple and efficient electrochemical method to induce structural alterations in 2H-indazole by modulating the cell voltage. The method allows for C-3 acyloxylation of 2H-indazole and facilitates the transfer of the acyl group from C-3 to N-1 for N-acylation of 2H-indazoles. Additionally, the use of the & mu;-electroflow reactor is demonstrated for gram-scale production of 3x in a short residence time.
Article
Chemistry, Organic
Bhanwar Kumar Malviya, Ved Prakash Verma, Siddharth Sharma
Summary: A fast synthetic strategy for functionalized S-thiocarbamates was developed with good yields and high current efficiencies. This method was successfully applied to the electrochemical synthesis of herbicides and enabled gram-scale synthesis within a short residence time using continuous electrochemical flow conditions.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Bhanwar Kumar Malviya, Karandeep Singh, Pradeep K. Jaiswal, Manvika Karnatak, Ved Prakash Verma, Satpal Singh Badsara, Siddharth Sharma
Summary: This study reports a catalyst-free synthesis of 6-aryl phenanthridines and amides through an electrochemical reaction. Detailed mechanistic studies revealed that the coupling reaction proceeds by the cathodic reduction of in situ formed diazonium ions, which then coupled with isocyanides to furnish the desired products in good yields.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)