Article
Chemistry, Organic
Golla Ramesh, Bokka Venkat Ramulu, Rengarajan Balamurugan
Summary: The reactivity of o-propargyl alcohol benzaldehydes towards intramolecular electrophile intercepted Meyer-Schuster rearrangement has been significantly increased under Bronsted acid-catalyzed conditions using trimethyl orthoformate as an acetalization reagent. The in situ formed acetal facilitates the intramolecular transfer of the methoxy group, generating the M-S intermediate even in less reactive substrates. The resulting oxocarbenium ion enhances the electrophilicity of the carbonyl, enabling an effective intramolecular trapping of the M-S intermediate to yield indanone derivatives.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Frederic Justaud, Rene Gree
Summary: The Meyer-Schuster Rearrangement (MSR) is a challenging process for propargylic alcohols with fluorine atom(s) on their chains. Phosphomolybdic acid was demonstrated to be an efficient catalyst for the MSR, providing fluorine-containing enones as useful intermediates for the synthesis of compounds with fluorine(s) on their side chains. This study has significant importance for the synthesis of target compounds with fluorine substituents.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Lucas L. Baldassari, Anderson C. Mantovani, Micaela Jardim, Boris Maryasin, Diogo S. Ludtke
Summary: A new method for preparing alpha-selanyl-alpha, beta-unsaturated thioesters from propargylthioalkynes and an electrophilic selenium species has been reported. The key lies in the intermediacy of a sulfur-stabilized vinyl cation, which allows for the preparation of 37 examples of the target compounds in good yields. Computational studies have provided insight into the nature of intermediates involved in this transformation.
CHEMICAL COMMUNICATIONS
(2021)
Review
Chemistry, Organic
Frederic Justaud, Ali Hachem, Rene Gree
Summary: The Meyer-Schuster rearrangement is an efficient method for preparing alpha,beta-unsaturated carbonyl compounds from propargylic alcohols, with significant progress made in the past decade. New catalytic systems and elegant applications have been discovered, including cascade processes and total synthesis of complex natural products. Additionally, the first examples of aza-Meyer-Schuster rearrangements have recently been described.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Rajendra K. Mallick, Srinivas Vangara, Nagarjuna Kommu, Tirumaleswararao Guntreddi, Akhila K. Sahoo
Summary: This paper describes a novel Cu(II)-catalyzed rearrangement reaction for the synthesis of a series of synthetically important α-(m-substituted phenol)-α,β-unsaturated ketones, with a wide scope of functional group tolerance and synthetic viability. The synthesis of α,β-unsaturated ketones is also demonstrated in this study.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Roshayed Ali Laskar, Wei Ding, Naohiko Yoshikai
Summary: Benziodoxole triflate (BXT), a cyclic iodine(III) electrophile, has been discovered to facilitate the rearrangement of propargylic alcohols into alpha,beta-unsaturated ketones with an alpha-lambda(3)-iodanyl group. This transformation, known as iodo(III)-Meyer-Schuster rearrangement, is conducted under mild conditions and is compatible with various functionalized propargylic alcohols, providing a new method for synthesizing multisubstituted enones through Pd-catalyzed cross-coupling.
Article
Chemistry, Organic
Jiangqun Cheng, Yuan-He Li, Jun Huang, Zhen Yang
Summary: The diastereoselective syntheses of syn- and anti-vicinal dihalides were achieved through an aza Bellus-Claisen rearrangement, involving the reaction of an alpha-chloro carboxylic acid chloride with halogen-substituted trans-allyl morpholines in the presence of Lewis acids. This method was successfully applied to the total synthesis of a group of monoterpene natural products with vicinal dichloride subunits.
Article
Chemistry, Applied
Hemmat A. Elbadawy, Samar M. S. M. Khalil, Dhuha Al-Wahaib, Assem Barakat, Saied M. Soliman, Ali Eldissouky
Summary: In this study, the reaction between 2-(1-hydrazonoethyl)pyridine and silver salts is investigated. Two complexes, [AgL1](2)(ClO4)(2) (1) and [AgL1(NO3)](2) (2), were synthesized and their structures were determined by X-ray diffraction. The azine ligand shows a twisted conformation due to the additional interaction with the oxygen atom of the nitrate ion. DFT calculations reveal that the free rotation of the ligand is necessary before chelation. Complex 2 demonstrates better antifungal activity and antioxidant activity compared to complex 1, while complex 1 exhibits higher cytotoxicity against colon carcinoma cells.
APPLIED ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Yong-Liang Ban, Long You, Kai-Wen Feng, Fei-Cen Ma, Xiao-Ling Jin, Qiang Liu
Summary: The mild and broadly applicable protocol described enables the preparation of a diverse array of multisubstituted alpha-selenoenals and -enones from easily accessible propargylic alcohols and diselenides. The transformation proceeds via the Selectfluor-promoted selenirenium pathway, showing potential for practical application in gram-scale experiments.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Lalita Radtanajiravong, Jake Peters, Jake Hummell, Silvia Diez-Gonzalez
Summary: Commercially available hypophosphorus acid is an efficient catalyst for the synthesis of alpha,beta-unsaturated carbonyl compounds from propargylic alcohols. Reactions can be carried out in technical toluene in the presence of air and the desired products can be isolated in analytically pure form after a simple work-up.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Changxia Yuan, Adrian Ortiz, Zhongmin Xu, Jason Zhu, Michael A. Schmidt, Amanda Rogers, Martin Eastgate
Summary: The stereoselective and divergent synthesis of two aza-nucleosides is reported, achieving significant yield improvement and overall step-count reduction through optimized protecting group strategy, improved reaction pathways, and elimination of hazardous reagents.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Kazem Mohammadiannejad, Reza Ranjbar-Karimi, Farzaneh Haghighat
Summary: A series of new formylated-triarylmethanes (FTRAMs) were successfully synthesized via the Friedel-Crafts reaction of arenes with terephthalaldehyde or isophthalaldehyde in the presence of silica sulfuric acid (SSA) under solvent-free conditions. Subsequently, a series of new azines and hydrazones derivatives of formylated-triarylmethanes were obtained in good yields. The structures of all compounds were confirmed by elemental analysis, IR, H-1 NMR and C-13 NMR spectroscopy.
POLYCYCLIC AROMATIC COMPOUNDS
(2021)
Article
Chemistry, Multidisciplinary
Veerabhushanam Kadiyala, Chittala Emmaniel Raju, Kusum K. Bania, Balasubramanian Sridhar, Galla Karunakar
Summary: A new cascade annulation protocol was established to access substituted 2-hydroxybenzocarbazoles from alkynylcyclohexadienones and substituted 2-aminophenols under gold catalysis. This transformation involved the formation of a new C-C bond and two C-N bonds, leading to the selective formation of 2-hydroxybenzocarbazole derivatives via Meyer-Schuster rearrangement in one-pot with moderate to excellent yields.
CHEMISTRY-AN ASIAN JOURNAL
(2022)
Article
Chemistry, Physical
Nutchanikan Phiromphu, Songwut Suramitr, Ratanon Chotima, Bussaba Boonseng, Apisit Songsasen, Akkharadet Piyasaengthong
Summary: A tautomeric compound 1, (Z)-3-(2-(thiazol-2-yl)hydrazineylidene)pyridine-2,6(1H,3H)-dione, was synthesized and its crystal structure was analyzed. The study found two isomeric forms of compound 1 in solution, with equal percentages at pH 5.8. The compound exhibited biological activity against pepsin and papain enzymes.
JOURNAL OF MOLECULAR STRUCTURE
(2021)
Article
Chemistry, Multidisciplinary
Xiangyu Lou, Jiaxin Lin, Chun Yin Kwok, Hairong Lyu
Summary: In this study, a method for selectively accessing unsymmetrical 1,1-diborylalkene (UDBA) through the reaction of readily available alkynes with a neutral sp(2)-sp(3) diboron reagent was reported. Control over the stepwise derivatization of the obtained compounds is achieved due to the chemically distinguishable nature of the different boryl groups.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Sengodagounder Muthusamy, Muthukumar Malarvizhi, Eringathodi Suresh
Summary: An efficient strategy for the synthesis of 3,4-dihydro-2H-1,3-thiazines/3,4-dihydro-2H-1,3-selenazines from propargylic alcohols and thioamides/thiosemicarbazones/selenamides is described, offering a convenient route to these heterocycles without the need to exclude air or moisture.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Genetics & Heredity
A. Rathipriya, A. Kathirvelpandian, S. A. Shanmugam, E. Suresh, N. Felix
Summary: Fishes, as important vertebrates in the animal world, play a significant role in global biodiversity. The study of fish and their stability is crucial for the conservation and management of resources. Correct species identification is essential for these purposes, and character-based methods can be effective tools for this task.
MITOCHONDRIAL DNA PART A
(2021)
Article
Chemistry, Organic
Sengodagounder Muthusamy, Ammasi Prabu
Summary: A new synthetic method has been developed for the highly chemoselective cleavage of enones using BF3·OEt2 catalyst under transition metal-free conditions, leading to the synthesis of 3-alkylated oxindoles. This method demonstrates good functional group tolerance and broad substrate scope.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Sengodagounder Muthusamy, Ammasi Prabu
Summary: A metal-free BF3 center dot OEt2 catalyzed direct decarbonylative arylation of diazoamides with readily accessible aryl aldehydes under an open-air atmosphere was developed to afford 3-aryloxindoles via 1,2-aryl migration with high selectivity. The reaction offers an efficient pathway for 3-arylation of diazoamides under relatively mild conditions, which shows a high level of functional group tolerance of both electron-donating and electron-withdrawing groups with a broad substrate scope.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Rakesh Nirmalkar, E. Suresh, N. Felix, A. Kathirvelpandian, Mir Ishfaq Nazir, Amit Ranjan
Summary: This study focuses on the green synthesis of iron nanoparticles using plant extracts and investigates their properties and applications. Results showed that iron nanoparticles were successfully synthesized using Sargassum wightii extract, and the nanoparticles had negative and positive charges. Feeding the nano-iron supplemented diet to Etroplussuratensis fingerlings significantly improved their growth and serum biochemical profile.
BIOLOGICAL TRACE ELEMENT RESEARCH
(2023)
Article
Agriculture, Dairy & Animal Science
A. Rathipriya, A. Kathirvelpandian, S. A. Shanmugam, A. Uma, E. Suresh, N. Felix
Summary: In this study, molecular signatures and character-based methods were used to identify and classify fish in Pulicat Lake. By using 16S rRNA barcode analysis, 29 species of fish were successfully identified, and character-based molecular diagnostic keys were developed.
INDIAN JOURNAL OF ANIMAL RESEARCH
(2022)
Article
Chemistry, Physical
V Raju, E. Suresh, Boorla Shashikanth, B. Jagadeesh, Azmeera Srinivas, T. Ch Anil Kumar, Nellore Manoj Kumar
Summary: In this paper, a Double Material Gate Tunnel Field Effect Transistor (DG-TFET) is proposed to address the challenge of low on current in TFET. By using two different semiconductor materials and a symmetrical gate structure, DG-TFET improves drain current and transconductance characteristics, achieving significant improvement in on/off current ratio and on current.
Article
Nanoscience & Nanotechnology
Parth Patel, Unnati Patel, Bhavesh Parmar, Abhishek Dadhania, Eringathodi Suresh
Summary: Developing a novel heterogeneous catalyst for regioselective ring-opening reactions of spiro-epoxyoxindoles has significant importance in the pharmaceutical industry. In this study, a chiral-phase pure Zn-based metal-organic framework (MOF) was synthesized and shown to efficiently catalyze the formation of beta-alkoxy/beta-hydroxy alcohols. The catalyst exhibited excellent activity and stability, and the catalytic products were confirmed by single-crystal X-ray diffraction (SXRD) analysis.
ACS APPLIED NANO MATERIALS
(2022)
Article
Chemistry, Inorganic & Nuclear
Bhavesh Parmar, Parth Patel, Gopala Ram Bhadu, Eringathodi Suresh
Summary: Two isostructural MOFs with different ligands were synthesized and their catalytic activities were compared. One of the MOFs showed better catalytic performance and both MOFs exhibited good reusability.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2022)
Review
Microbiology
M. P. Arulmoorthy, R. Vijayan, K. Sinduja, E. Suresh, S. Vasudevan
Summary: Over the past three decades, the shrimp industry has been affected by numerous destructive diseases, including viral, bacterial, and parasitic diseases. A new emerging viral disease, Decapod iridescent virus 1 (DIV1), is now threatening the shrimp culture industry in Asia. This review article discusses the significance of DIV1 and its implications for global aquaculture.
ARCHIVES OF MICROBIOLOGY
(2022)
Article
Fisheries
M. Anjusha, S. Prakash, A. Kathirvelpandian, M. Sakthivel, N. Kalaiselvi, E. Suresh
Summary: This study aimed to assess the repeatability and phenotypic correlation of reproductive traits in captive zebrafish. Breeding trials were conducted on 10 breeding pairs, and data on fecundity, fertility, hatchability, and survival rate were recorded. The results showed moderate repeatability values for most reproductive traits, except for the hatchability of fertilised eggs. The phenotypic correlation analysis indicated significant correlations between fertility and hatchability of fertilised eggs, hatchability of total eggs, survival rate of total eggs, and survival rate of larvae.
INDIAN JOURNAL OF FISHERIES
(2023)
Article
Chemistry, Organic
Sengodagounder Muthusamy, Chinnathambi Ramesh
Summary: This article describes the blue LED-promoted cross-coupling olefination of symmetrical and unsymmetrical 3-arylidene oxindoles from diazoindolones and diphenylmethanethiones. The thermal olefin isomerization and stereoselective synthesis of 3-arylidene oxindoles were also demonstrated with good yield.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Rofin Mangali, Sengodagounder Muthusamy
Summary: A new synthetic method for the formation of thiazolo[4,5-b]indol-2-amines from alpha-diazoimidamides and mono-substituted thioureas was demonstrated. The reaction was catalyzed by boron trifluoride etherate and camphorsulfonic acid under mild conditions. This methodology is suitable for various alpha-diazoimidamides and mono-substituted thioureas, and can be scaled up for further experiments and transformation.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Sengodagounder Muthusamy, Ramasamy Naveen, Muniyappankovilthottam Devaraj Senthil Kumar
Summary: Base-mediated cascade reactions of 3-hydroxymethyl-3-propenylindole-2-thiones resulted in the formation of diolefins through deformylation, thioenolate alkylation and thio-Claisen rearrangement. The subsequent ring-closing metathesis reactions of the diolefins yielded 3-spiro[cyclopentene-indole]-2-thiones or thiepino[2,3-b]indoles.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Rofin Mangali, Sengodagounder Muthusamy
Summary: This study demonstrates the BF3-catalyzed S-H insertion reactions of alpha-diazo imidamides and various substituted thioureas/thiosemicarbazones/cyclic thioamides to afford the corresponding S-H insertion products. The method exhibits wide substrate applicability and resistance to moisture and air, with moderate to excellent yields.
NEW JOURNAL OF CHEMISTRY
(2022)
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)
