Article
Chemistry, Organic
Yigao Li, Xiaohuang Ren, Yi Chen, Xinju Zhu, Xin-Qi Hao, Mao-Ping Song
Summary: A Fe(III)-catalyzed N-amidomethylation of secondary and primary anilines with p-toluenesulfonylmethyl isocyanide (TosMIC) in water is described in this study. TosMIC acts as a source of methylene and an amidating reagent, forming alpha-amino amides in a multicomponent reaction. The use of iron catalyst and nontoxic media allows for a broad substrate scope, mild conditions, and operational simplicity.
Article
Chemistry, Organic
Jiayue Fu, Bingbing Li, Xinxiu Wang, He Wang, Minghui Deng, Huali Yang, Bin Lin, Maosheng Cheng, Lu Yang, Yongxiang Liu
Summary: Benzo[c]phenanthridine alkaloids, belonging to the isoquinoline alkaloids family, are extracted from rutaceae, papaveraceae, and other plants in the middle and lower basins of the Yangtze River. More than 100 alkaloids have been isolated since the first discovery in 1839, with representative structures shown in Scheme 1.
Article
Chemistry, Organic
Yong-Ze Chen, Yi-Ming Chen, Yuan Hu, Jian-Ping Qu, Yan-Biao Kang
Summary: This study reports a tandem transalkylation-cyclization reaction catalyzed by the super organoreductant CBZ6, using amines as traceless radical donors and stabilizers. The breaking of an N-C bond in the later stage allows transalkylation with a secondary amine as the leaving group. Various tertiary amines were successfully employed as alkyl radical donors. Additionally, the use of this traceless stabilizer enables transalkylation with methyl radical, which is typically unstable and difficult to use.
Article
Chemistry, Organic
Ninglei Yang, Ming Dong, Xiaofeng Tong
Summary: This study reports a new method for the intramolecular reductive Heck reaction of vinyl iodide and oxime ether using Pd(0) catalyst and formic acid as the reductant. The research also reveals the crucial role of TsOH additive and (S)-SEGPhos ligand in promoting the reaction efficiency.
Article
Chemistry, Multidisciplinary
Hao-Jie Fan, A-Ting Li, Jun Li, Zi-Qi Du, Long Wang, Xian-Min Zhou, Ping He, Zhi-Lin Ren
Summary: A straightforward method for the construction of tetrazole derivatives was achieved through Pd-catalyzed isocyanide insertion reactions, providing an extension for the response of multi-molecule isocyanides. The Ugi-N-3 reaction was introduced to enrich the diversity of skeleton structures. The commercially available starting materials and moderate to good yields make this method a valuable tool for generating N-containing heterocyclic compounds.
Article
Chemistry, Organic
Ting Zhou, Liangliang Yang, Ming Lang, Shiyong Peng
Summary: An efficient one-pot sequential annulation of 1,n-enynes with tosyl azide is reported, providing a series of novel N-alkyl 1,2,3-triazole-fused polycyclic scaffolds in moderate to excellent yields under mild reaction conditions.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Organic
Chaoman Huang, Zefeng Jin, Bei Zhang, Yuanyuan Zhou, Huiting Lin, Honglan Kang, Guodong Shen, Xin Lv
Summary: A convenient method for the one-pot assembly of 4-(imidazol-1-yl)indole derivatives from easily accessible starting materials was developed. The cascade reactions involved sequential dearomatization, Ag(i)-catalyzed cyclization, Cs2CO3-mediated conjugate addition, and aromatization, exhibiting high efficiency and excellent selectivity. The use of a combination of silver(i) salt and cesium carbonate was found to be significant for facilitating this domino transformation.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Review
Chemistry, Applied
Antonio Mourino
Summary: 1α,25-dihydroxyvitamin D3 (1,25D3), the active form of vitamin D3, plays a crucial role in regulating mineral homeostasis, cell growth, and immune responses. However, its clinical applications are limited due to hypercalcemic effects. Therefore, there has been a focus on synthesizing highly active and non-calcemic analogs of 1,25D3 for the treatment of hyperproliferative diseases.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Ping Zhao, Yun Guo, Xinjun Luan
Summary: This study presents a concise total synthesis of Dalesconol A through a polycyclization/oxidation approach, involving key steps of polycyclization and oxidation state adjustments.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Helen A. Goulart, Daniela R. Araujo, Angelita M. Barcellos, Raquel G. Jacob, Eder J. Lenardao, Gelson Perin
Summary: An efficient, transition-metal-free, and practical one-pot sequential method for the synthesis of organochalcogenyl isoquinolinium imides was reported. The method showed good yields and short reaction times and could be applied to the synthesis of various organoselanyl and organosulfur imides.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Mario Prejano, Raffaella Mancuso, Tiziana Marino, Bartolo Gabriele
Summary: In this study, a detailed computational investigation was conducted on the conversion of 1-(methylthio)-3-yn-2-ols to thiophene-3-carboxylate esters using PdI2/KI catalyst. The study provides insights into the role of each species involved in the reaction mechanism and confirms the experimental data.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Austin D. Marchese, Andrew G. Durant, Cian M. Reid, Clara Jans, Ramon Arora, Mark Lautens
Summary: A Pd(0)/blue light catalyzed carboiodination reaction has been reported, which generates a variety of iodinated hetero- and carbocycles. The reaction system is simple and stable, and shows good tolerance towards sensitive functional groups, delivering products in high yields. Experimental evidence supports the reversible C-I bond formation via a single electron mechanism.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Applied
Dipak B. Deokar, Soumi Laha, B. Sridhar, Dharmendra Kumar Tiwari, Pravin R. Likhar
Summary: A palladium-catalyzed coupling reaction followed by dual annulation has been developed for the synthesis of various triazolo/pyrrolo fused benzofuro-quinolines from readily available starting materials. This method involves palladium-catalyzed Sonogashira coupling, benzan-nulation, and C-H activation triggered second annulation reaction cascades in a single pot. The polycyclic compound formed by this method consists of three different heterocyclic structures: benzofuran, quinoline, and triazole/pyrrole. The method provides a simple access to obtain a range of fused benzofurotriazalo/pyrroloquinolines in good to moderate yields.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Debasmita Mondal, Subhendu Pramanik, Chinmay Chowdhury
Summary: Palladium-catalyzed reactions provide an easy access to desired compounds, and the choice of suitable phosphine ligands is crucial for the success of the reaction.
Article
Chemistry, Organic
Ashok Donthoju, Anandarao Munakala, Sushma Ellandula, Rambabu Chegondi
Summary: In this study, we have reported a palladium(0)-catalyzed decarboxylative oxa-Michael addition/remote alpha-allylation/1,3-migration reaction with high yields. The reaction is triggered by a base-mediated retro-Michael ring-opening reaction and subsequent syn-selective oxa-Michael addition.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Review
Biochemistry & Molecular Biology
Prem Kumar Kushwaha, Neha Kumari, Sneha Nayak, Keshav Kishor, Ashoke Sharon
Summary: The outbreak of the novel coronavirus has posed a global pandemic threat, with no specific antiviral medication available. Symptomatic treatment and physical isolation are currently the main methods to control the spread of the disease. Clinical trials have shown promising compounds for antiviral treatment, but a comprehensive approach is needed to develop safe and specific drugs for prevention and treatment. Researchers worldwide have been working hard to address this crisis, providing extensive and hopeful literature that enhances our understanding of the interaction between the virus and host cells.
CURRENT MEDICINAL CHEMISTRY
(2022)
Review
Nanoscience & Nanotechnology
Anurag Kumar Singh, Anand Maurya, Gaurav Mishra, Rajendra Awasthi, Kamal Dua, Giriraj T. Kulkarni
Summary: The COVID-19 pandemic has caused a global outbreak, and there are over 100 different vaccines being investigated, including DNA vaccines, inactivated virus vaccines, and adenovirus-based vaccines. Inactivated virus vaccines and mRNA, adenovirus-based vaccines have entered clinical trials.
RECENT PATENTS ON NANOTECHNOLOGY
(2023)
Article
Biochemistry & Molecular Biology
Umesh Prasad Yadav, Arshad J. Ansari, Sahil Arora, Gaurav Joshi, Tashvinder Singh, Harsimrat Kaur, Nilambra Dogra, Raj Kumar, Santosh Kumar, Devesh M. Sawant, Sandeep Singh
Summary: A series of imido-heterocycle compounds were synthesized and evaluated for their anticancer potential. Compound 4h showed the best anticancer activity, inhibiting cell cycle and inducing apoptosis in multiple cancer cell lines. The inhibitory effect on MDA-MB-231 mammosphere formation was also observed.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Alka Agarwal, Preeti Singh, Anand Maurya, Upendra Kumar Patel, Alka Singh, Gopal Nath
Summary: A new series of ciprofloxacin conjugates containing 1,2,3-triazole were designed, synthesized, and evaluated for their antimicrobial activity. Some of the conjugates showed superior activity compared to the control drug ciprofloxacin, and exhibited low hemolysis on red blood cells.
Review
Chemistry, Medicinal
Rajendra Awasthi, Anurag Kumar Singh, Gaurav Mishra, Anand Maurya, Neerupma Dhiman, Harsha Kharkwal, Bhupesh Sharma, Niraj Kumar Jha, Harish Dureja, Kamal Dua, Terezinha de Jesus Andreoli Pinto, Giriraj T. Kulkarni
Summary: Lung cancer is a major cause of cancer-related deaths worldwide, but the availability of effective anticancer agents is limited and the development of new drugs is slow and difficult. Nanoparticles have been explored as potential formulations for lung cancer treatment, but their practical application is often inefficient. This review discusses different types of lung cancers, diagnostic approaches, drug targeting mechanisms using nanoparticles, and challenges related to multi-drug resistance. The development of safe and effective nanocarrier systems for lung cancer therapy is also explored. This review is highly relevant to scientists working in cancer biology and drug delivery.
LETTERS IN DRUG DESIGN & DISCOVERY
(2023)
Article
Chemistry, Organic
Jaydeep N. Lalpara, Sanjay D. Hadiyal, B. B. Dhaduk, Maneesh Kumar Gupta, M. B. Solanki, Ashoke Sharon, G. G. Dubal
Summary: In this study, sesamol analogues were synthesized using a Betti Base synthetic approach, and the reaction conditions were optimized. Computational simulations were performed to evaluate the properties of the synthesized compounds, and in vitro experiments demonstrated excellent inhibitory capacity of one of the compounds.
POLYCYCLIC AROMATIC COMPOUNDS
(2023)
Article
Medicine, General & Internal
Sangitha Jayagandan, Jitendra Singh, Shivkumar Rashmi Mudliar, Prem Shankar, Anand Kumar Maurya, Anvita Gupta Malhotra, Shikha Malik, Shashank Purwar, Sarman Singh
Summary: This study validated the use of stool samples as an alternative for diagnosing pediatric pulmonary tuberculosis. The Xpert assay showed limited sensitivity but good specificity when performed on stool samples.
JOURNAL OF LABORATORY PHYSICIANS
(2023)
Article
Chemistry, Organic
Rajan Kumar, Ashoke Sharon
Summary: A new formamidine-induced translocative rearrangement was discovered, which converted 2-pyrone analogues into 2-pyridone derivatives with a 1,5-diketo motif. Spectroscopic analysis verified the characterization of all the products. Additionally, two molecules were subjected to single-crystal X-ray structural studies.
Article
Chemistry, Organic
Rajan Kumar, Neha Kumari, Harpreet Kaur, Chandralata Bal, Ashoke Sharon
Summary: In this study, a new and cost-effective methodology is presented for synthesizing N-substituted 2-pyridone-3-carboxylic acids from 2-pyrone-3-carboxamides, with a high yield at room temperature. The reaction involves the formation of amidate ions mediated by NaH to initiate intramolecular ring transformation. Additionally, simultaneous decarboxylation and substitution reactions under metal-free conditions have been achieved to yield N-substituted 2-pyridones.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Neha Kumari, Ashoke Sharon
Summary: This article reports the synthesis, X-ray crystallography, DFT calculation, and ADME prediction of new isoxazole-based flexible analogs. The key acetimidamide intermediates (1) were exclusively synthesized in Z-configuration due to strong N-H...O intramolecular H-bonding. The isoxazole-based flexible analogs (2) were obtained by cyclization of the acetimidamide using trifluoroacetic anhydride. Single crystal X-ray diffraction analysis showed weak forces for crystal packing in 1d-e and 2d-e. More π-interactions were observed in 2d-e, while 1d-e had a higher number of intra and intermolecular H-bonds. HOMO-LUMO calculation demonstrated the high stability and less reactivity of 2. These studies indicate that the flexible analogs (2) show promising drug-likeness and have lower metabolite possibilities compared to acetimidamide (1), providing potential for biological evaluation and drug development.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Multidisciplinary
Bara Singh, Arshad J. Ansari, Nirmal Malik, S. S. V. Ramasastry
Summary: In this study, a structured remodeling of designed pyridinium salts was achieved through an interrupted Corey-Chaykovsky reaction, leading to the synthesis of unprecedented multi-ring compounds such as vicinal bis-spirocyclic indanones and spirannulated benzocycloheptanones. By rationally combining nucleophilic sulfur ylides with electrophilic pyridinium salts, a regio- and stereoselective synthesis of new classes of cyclopropanoids was achieved. Plausible mechanistic pathways were proposed based on experimental results and control experiments.
Correction
Chemistry, Organic
Elagandhula Sathish, Manmohan Sharma, Arshad J. Ansari, Gaurav Joshi, Akansha Pandit, Monika Shukla, Neha Kumari, Ashoke Sharon, Ved Prakash Verma, Devesh M. Sawant
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Elagandhula Sathish, Arshad J. Ansari, Gaurav Joshi, Akansha Pandit, Monika Shukla, Neha Kumari, Ashoke Sharon, Ved Prakash Verma, Devesh M. Sawant
Summary: In this study, bis-heterocycles containing the dihydroisoxazole ring were synthesized through [3 + 2] cycloaddition reaction of VECs and nitrile oxides assisted by a Pd catalyst. Hydroximoyl chlorides were utilized as versatile precursors for the in situ generation of nitrile oxides, which underwent cycloaddition reaction on a vinyl group of VECs to form bis-heterocycles. Computational studies showed selective COX-2 inhibition of the synthesized bis-heterocycles.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
