Letter
Chemistry, Organic
Amol Prakash Pawar, Jyothi Yadav, Atul Jankiram Dolas, Yadav Kacharu Nagare, Eldhose Iype, Krishnan Rangan, Indresh Kumar
Summary: An operationally simple organocatalytic method has been developed to create functionality with a chiral tertiary/quaternary stereocenter at position C3 of pyrrole. The synthesized chiral C3-hydroxyalkylated N-alkyl/Ar/H-pyrroles showed good to high yields and excellent enantioselectivity.
Article
Chemistry, Organic
Tongyan Yu, Fei Ji, Daichuan Huang, Ya Gao, Zhaoping Shi, Xuan Sha, Jiangyan Xu, Siliang You, Mingzhi Zhang, Qiang Sha
Summary: The article presents a novel method for synthesizing highly functionalized pyrrole compounds, with the key to success lying in the precise capture of the carbocation intermediate by utilizing enaminones and anilines, allowing the amination reaction to proceed smoothly at specific positions.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Spectroscopy
Mona Saad Binkadem, Huda Salem AlSalem, Soha Talal Al-Goul, Wejdan T. Alsaggaf, Mohamed A. El Hamd, Mohamed A. Abdel-Lateef
Summary: In this study, two spectrofluorimetric approaches were developed to activate the fluorescence activity of Netilmicin (NTC), an antibiotic used to treat infections caused by a broad range of Gram-negative and Gram-positive bacteria. The pharmaceutically formulated ophthalmic dosage forms were used in the study.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2023)
Article
Chemistry, Organic
Hui Shu, Mengjie Guo, Machongyang Wang, Shuibo Fan, Mingbo Zhou, Ling Xu, Yutao Rao, Atsuhiro Osuka, Jianxin Song
Summary: In this study, a rhodium-catalyzed C-H/N-H [5 + 2] annulation reaction between 8-(pyrrol-2-yl)-appended boron-complexed dipyrromethenes (BODIPYs) and internal alkynes was established to synthesize a series of azepine-fused BODIPYs with good yields and excellent regioselectivity, using the pyrrol-2-yl unit as a rare directing group. The formation of a RhI intermediate indicates the involvement of a RhI/RhIII catalytic process. Importantly, the [5 + 2] C-H annulation is demonstrated as a concise strategy for modifying the optical properties of BODIPY.
Article
Chemistry, Organic
Mahmood Kamali, Asadollah Ebrahimi
Summary: An efficient one-pot multicomponent reaction was developed for synthesizing a novel series of 4-hydroxy-2-pyridone-fused spiropyran. This reaction involved the reaction of 4-hydroxy-6-methylpyridine-2-ones alkaloids, malononitrile or ethyl cyanoacetate, and ninhydrin or isatin derivatives. The optimized conditions included ethanol solvent, acetic acid as catalyst, ambient temperature (for ninhydrin) or 70 °C (for isatin), and 8 hr reaction time. The synthesis offered mild and safe conditions, easy work-up and separation, high to excellent yields, and eco-compatibility for potentially bio-effective novel products.
SYNTHETIC COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Tung T. Nguyen, Bao H. T. Ngo, Huy X. Le, Linh N. P. Vu, Tuong A. To, Anh N. Q. Phan, Nam T. S. Phan
Summary: This method involves the addition of alpha-bromophenylacetic acids to vinyl C = C bonds in styrenes to produce gamma-lactones, using a cobalt catalyst and dipivaloylmethane (dpm) ligand. The reaction conditions are compatible with various functionalities including halogen, ester, and nitro groups. When using alpha-bromoesters, the major products obtained are vinylacetates.
Article
Chemistry, Organic
Grace E. Hubbell, Jetze J. Tepe
Summary: This study reports a Rh(III)-catalyzed C-H activation/annulation using an imidazolone as an alkene partner to access dihydroisoquinolone-fused imidazolin-2-ones. These compounds resemble the scaffolds found in the pyrrole alkaloid family of natural products. The method allows for the construction of various urea-fused dihydroisoquinolone scaffolds, including heterocyclic moieties.
Article
Engineering, Environmental
Anton De Vylder, Jeroen Lauwaert, Maarten K. Sabbe, Marie-Francoise Reyniers, Jeriffa De Clercq, Pascal Van Der Voort, Joris W. Thybaut
Summary: The effects of water and silanol groups on the liquid-phase amine-catalyzed aldol reaction of acetone with 4-nitrobenzaldehyde have been elucidated with a comprehensive theoretical model. Water and silanol groups were found to reduce Gibbs free energy barriers for certain reaction steps, resulting in overall lower barriers and more efficient reactions. The effect of water was more pronounced in apolar hexane compared to DMSO, leading to less deactivation of the amine and lower barriers for reactions where water assists in the transition state.
CHEMICAL ENGINEERING JOURNAL
(2021)
Article
Chemistry, Organic
Valentina Marras, P. Caboni, Francesco Secci, Regis Guillot, David J. Aitken, Angelo Frongia
Summary: A novel Bronsted acid catalyzed tandem reaction efficiently converts anilines and 2-alkylenecyclobutanones into highly functionalized cyclobuta-fused tetrahydroquinoline carboxylic esters with good to high yield. The reaction also achieves a dynamic diastereoselective cyclization, leading to the formation of three contiguous stereocenters with high stereoselectivity.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Antonia Iazzetti, Giulia Mazzoccanti, Giorgio Bencivenni, Paolo Righi, Andrea Calcaterra, Claudio Villani, Alessia Ciogli
Summary: The field of organocatalysis is expanding rapidly, with a focus on understanding mechanisms of reaction and catalytic processes. A thorough study using ESI-MS spectrometry of amino-organocatalyzed reactions has provided insights into the complex pathways involved.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Moritz Doeker, Laura Grabowski, Dorte Rother, Andreas Jupke
Summary: Amine transaminase catalyzed reaction systems can efficiently produce metaraminol via extraction-based in situ product removal (ISPR), leading to higher yields and improved enzymatic production. By using l-alanine as an alternative amine donor and oleic acid as a sustainable reactant, a greener production route for metaraminol was established, overcoming thermodynamic limitations and achieving higher conversions.
Article
Chemistry, Physical
Raffaella Mancuso, Ida Ziccarelli, Mariangela Novello, Corrado Cuocci, Roberto Centore, Nicola Della Ca', Diego Olivieri, Carla Carfagna, Bartolo Gabriele
Summary: The reactivity of 2-alkynylbenzoic acids under Pdl(2)/KI-catalyzed oxidative alkoxycarbonylation conditions has been studied. The reaction selectively produces high value added compounds under specific conditions. The structures of the products were confirmed by XRD analysis.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Organic
Shuang-Shuo Niu, Ying Cheng
Summary: The study presents a novel and efficient method for constructing specific compounds with mild conditions, good functional group tolerance, and high yields. This method allows for the synthesis of versatile derivatives with bridged aromatic ring-fused oxazocine structures through the combination of NHC-catalyzed and radical-initiated reactions.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Rinat R. Gubaidullin, Anna Yu Spivak, Valery N. Maistrenko, Lyudmila Parfenova
Summary: Gold(I) chloride complex with triphenylphosphine and metal triflates catalyze the formation of novel [3,2-b]pyrrole-fused pentacyclic triterpenoids from accessible 2-alkynyl derivatives of betulonic, ursonic and oleanonic acids. The reactions proceed in the presence of 5 mol% of the catalyst and provide pyrrole-containing triterpenoids with the isolated yield of 60-86%.
Article
Chemistry, Organic
Hideo Setsumasa, Kosuke Imai, Ikumi Kobayashi, Masahisa Nakada
Summary: The Pd-catalyzed stereoselective construction of decalins with one-carbon units bearing heteroatoms at the ring junction is described. The Pd-catalyzed cyclization of silyl enol ether resulted in exclusive formation of the cis isomer (89%, >100/1 cis/trans). On the contrary, Pd-catalyzed carboiodination and carboborylation (with oxidative workup) provided products in 56% yield (1/>100 cis/trans) and 69% yield (1/11 cis/trans), respectively.
Article
Chemistry, Physical
Saugata Konar, Samir Kanti Datta, Malay Dolai, Amit Das, Sudipta Pathak, Sudipta Chatterjee, Kinsuk Das
JOURNAL OF MOLECULAR STRUCTURE
(2019)
Article
Chemistry, Multidisciplinary
Tripti Mandal, Sudipta Pathak, Arka Dey, Md Maidul Islam, Saikat Kumar Seth, Abdulla Al Masum, Joaquin Ortega-Castro, Partha Pratim Ray, Antonio Frontera, Subrata Mukhopadhyay
Article
Chemistry, Physical
Samit Pramanik, Saugata Konar, Koushik Chakraborty, Tanusri Pal, Sourav Das, Sudipta Chatterjee, Malay Dolai, Sudipta Pathak
JOURNAL OF MOLECULAR STRUCTURE
(2020)
Article
Chemistry, Multidisciplinary
Samit Pramanik, Sudipta Pathak, Antonio Frontera, Subrata Mukhopadhyay
Summary: A new heterocyclic ligand, N3L, has been synthesized and characterized. The ligand was then used to prepare two complexes, and their crystal structures were determined by X-ray diffraction analysis. The study revealed that non-classical hydrogen bonding and π stacking interactions play a crucial role in stabilizing the supramolecular architectures of the complexes in the solid state.
Article
Chemistry, Physical
Samit Pramanik, Sudipta Pathak, Antonio Frontera, Subrata Mukhopadhyay
Summary: An investigation on the influence of auxiliary ligands on the structural and supramolecular properties of two complexes was conducted. The crystal structures of the complexes were determined by single-crystal X-ray analysis, revealing the role of auxiliary ligands in creating different supramolecular architectures. The interactions of lone pair⋯π and π⋯π played crucial roles in the solid state structures, while other non-covalent interactions also contributed significantly to the crystal packing.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Multidisciplinary
Samit Pramanik, Anowar Hossain, Sudipta Pathak, Sougata Ghosh Chowdhury, Parimal Karmakar, Antonio Frontera, Subrata Mukhopadhyay
Summary: A new hydrazone ligand, HL, has been synthesized and used to prepare two new complexes. The crystal structures of these complexes have been determined, and the non-covalent interactions and supramolecular assemblies in the crystal packing have been described. The non-covalent interactions of the complexes were analyzed using DFT calculations, and the biological activities of the ligand and one of the complexes were evaluated against bacteria.
Article
Chemistry, Inorganic & Nuclear
Samit Pramanik, Sumanta Jana, Kinsuk Das, Sudipta Pathak, Joaquin Ortega-Castro, Antonio Frontera, Subrata Mukhopadhyay
Summary: In this study, Zn(II) (complex 1), Cd(II) (complex 2), and Hg(II) (complex 3) complexes were synthesized and characterized using a triply protonated tptz (H3tptz3+) ligand. The crystallographic analysis showed that anion center dot center dot center dot N, anion center dot center dot center dot N+, and hydrogen bonding interactions played a key role in stabilizing the self-assembled structures and enhancing the dimensionality of the complexes. The device parameters of the complexes were investigated through the fabrication of a Schottky barrier diode (SBD), and it was found that complex 2 exhibited superior performance compared to complexes 1 and 3.
INORGANIC CHEMISTRY
(2023)
Article
Crystallography
Samit Pramanik, Pulak Chandra Mandal, Kinsuk Das, Sudipta Pathak, Subrata Mukhopadhyay
Summary: A new heterocyclic ligand, L [4-(1-methylimidazole)-2,6-di(pyrazinyl)pyridine] has been synthesized and characterized. It was used to synthesize a new complex, [Cu (L) (NCS) (SCN)]. H2O, which exhibited diverse supramolecular architectures and weak S...S interactions in the solid state. The intermolecular interactions within the structure were quantified through Hirshfeld surface analyses and confirmed by Bader's theory of atoms-in-molecules (AIM).
JOURNAL OF CHEMICAL CRYSTALLOGRAPHY
(2023)
Article
Chemistry, Multidisciplinary
Samit Pramanik, Sudipta Pathak, Sumanta Jana, Monotosh Mondal, Antonio Frontera, Subrata Mukhopadhyay
Summary: Two new nickel(II) complexes have been synthesized using different ligands, showing diverse noncovalent interactions in their crystal structures which play an important role in the stabilization of the complexes. The variation in auxiliary ligands significantly affects the structures, band gaps, and photoresponse properties of the complexes. Study of the charge transport mechanism reveals the importance of various SBD parameters.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Samit Pramanik, Saikat Kumar Manna, Sudipta Pathak, Debasish Mondal, Kunal Pal, Subrata Mukhopadhyay
NEW JOURNAL OF CHEMISTRY
(2020)
Article
Chemistry, Multidisciplinary
Sanchita Mondal, Saikat Kumar Manna, Sudipta Pathak, Aritri Ghosh, Pallab Datta, Debasish Mandal, Subrata Mukhopadhyay
NEW JOURNAL OF CHEMISTRY
(2020)
Article
Chemistry, Multidisciplinary
Tripti Mandal, Arka Dey, Sudipta Pathak, Md. Maidul Islam, Saugata Konar, Joaquin Ortega-Castro, Saikat Kumar Seth, Partha Pratim Ray, Antonio Frontera, Subrata Mukhopadhyay
Article
Chemistry, Multidisciplinary
Arup Kumar Adak, Rakesh Purkait, Saikat Kumar Manna, Bankim Chandra Ghosh, Sudipta Pathak, Chittaranjan Sinha
NEW JOURNAL OF CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Sanchita Mondal, Saikat Kumar Manna, Sudipta Pathak, Abdulla Al Masum, Subrata Mukhopadhyay
NEW JOURNAL OF CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Sudipta Pathak, Koushik Chakraborty, Surajit Ghosh, Sourav Das, Sudipta Chatterjee, Khokan Samanta, Saugata Konar
JOURNAL OF THE INDIAN CHEMICAL SOCIETY
(2018)
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)
