123331-31-7Relevant academic research and scientific papers
Green Synthesis of Spiropyranone 3-Aryl-4-Methylcoumarin Derivatives using Carbonyldiimidazole
Ashok,Madhuri,Sarasija
, p. 205 - 208 (2020)
A series of spiropyranone 3-aryl-4-methylcoumarin derivatives have been synthesized from monospiro-2-hydroxy acetophenone in a novel and efficient green method using imidazolyl intermediates and inorganic base. Imidazolyl intermediates were in turn genera
Microwave-assisted synthesis, biological evaluation and molecular docking studies of new coumarin-based 1,2,3-triazoles
Ashok, D.,Dharavath, Ravinder,Jyothi, K.,Nagaraju, Nalaparaju,Prashanthi, G.,Reddy, M. Ram,Sarasija, M.,Vani, T.,Vijjulatha, M.
, p. 11615 - 11623 (2020/04/09)
Coumarin-based 1,4-disubstituted 1,2,3-triazole derivatives were synthesized using a highly efficient, eco-friendly protocol via a copper(i)-catalyzed click reaction between various substituted arylazides and terminal alkynes. The synthetic route was easy
Facile one-pot synthetic access to libraries of diversely substituted 3-aryl (Alkyl)-coumarins using ionic liquid (IL) or conventional base/solvent, and an IL-mediated approach to novel coumarin-bearing diaryl-ethynes
Kalkhambkar, Rajesh G.,Laali, Kenneth K.,Malunavar, Shruti S.,Prabhala, Pavankumar,Savanur, Hemantkumar M.,Sutar, Suraj M.
supporting information, (2020/04/08)
The in-situ formed carbonylimidazole derivatives of Ar(alkyl)-CH2COOH react at r.t. with substituted salicylaldehydes in [BMIM][PF6] or [BMIM][BF4] as solvent, and [PAIM][NTf2] as basic-IL, to produce libraries of 3-aryl(alkyl)coumarins. Whereas these reactions can also be performed with similar efficiency in THF by employing DBU, the IL approach offers easier work-up and recycling of the IL solvent. An IL-mediated approach to the synthesis of novel coumarin-bearing diaryl-ethynes by the Sonogshira reaction is also reported, and the potential for recycling/reuse of the IL solvent is shown.
Microwave assisted synthesis of 4-methyl-3-arylpyrano[2,3-f]chromen-2(8H)-one derivatives, evaluation of antiproliferative, and antimicrobial activities
Dharavath, Ravinder,Sarasija, Madderla,Ram Reddy, Makthal,Nalaparaju, Nagaraju,Katta, Ramakrishna,Ashok, Dongamanti
, p. 3943 - 3950 (2020/08/28)
A series of new 4-methyl-3-arylpyrano[2,3-f]chromen-2(8H)-one derivatives were designed and synthesized through an efficient, an eco-friendly manner under microwave irradiation and conventional heating methods. Structures of final compounds established ba
New bioactive triaryl triglyceride esters: Synthesis, characterization and biological activities
Arshad, Tanzila,Sheikh, Hamdullah Khadim,Kazmi, Mehdi Hassan,Farheen, Sadia,Sohail, Tehmina,Lateef, Mehreen
, p. 302 - 308 (2018/11/01)
Four new bioactive aryl triester derivatives of glycerol and benzoic acids were synthesized. The synthetic compounds were studied for their antimicrobial and urease inhibition activities. Esterification was carried out by using carbonyldiimidazole to enhance the acyl elimination addition reaction with benzoic acid derivatives. The structure of triglycerides were studied by EI-MS,1H,13C-NMR, FT-IR and elemental analysis. All synthetic compounds showed urease inhibition activity with highest value of IC50 value 22.4 ± 0.45 μM which is nearest to standard thiourea IC50 value (21.6 ± 0.12 μM). Except compound (3d), all other compounds exhibited antimicrobial activity against Streptococcus pneumoniae, Staphylococcus epidermidis, Bacillus pumilus, Escherichia coli, Pseudomonas aeruginosa and Candida albican.
Exploiting the Imidazolium Effect in Base-free Ammonium Enolate Generation: Synthetic and Mechanistic Studies
Young, Claire M.,Stark, Daniel G.,West, Thomas H.,Taylor, James E.,Smith, Andrew D.
supporting information, p. 14394 - 14399 (2016/11/11)
N-Acyl imidazoles and catalytic isothiourea hydrochloride salts function as ammonium enolate precursors in the absence of base. Enantioselective Michael addition–cyclization reactions using different α,β-unsaturated Michael acceptors have been performed to form dihydropyranones and dihydropyridinones with high stereoselectivity. Detailed mechanistic studies using RPKA have revealed the importance of the “imidazolium” effect in ammonium enolate formation and have highlighted key differences with traditional base-mediated processes.
An Environmentally Sustainable Mechanochemical Route to Hydroxamic Acid Derivatives
Mocci, Rita,De Luca, Lidia,Delogu, Francesco,Porcheddu, Andrea
supporting information, p. 3135 - 3144 (2016/10/09)
An operationally simple, and cost efficient conversion of carboxylic acids into hydroxamic acid derivatives via a high-energy mechanochemical activation is presented. This ball milling methodology was applied to a wide variety of carboxylic acids dramatically improving purification issues associated with this class of molecules, which still remain one of the main bottlenecks of classical methodologies. (Figure presented.).
CDI-mediated monoacylation of symmetrical diamines and selective acylation of primary amines of unsymmetrical diamines
Verma, Sanjeev K.,Ghorpade, Ramarao,Pratap, Ajay,Kaushik
experimental part, p. 326 - 329 (2012/04/10)
A highly efficient and green protocol for monoacylation of symmetrical diamines and chemoselective acylation of primary amines of unsymmetrical diamines has been developed.
Solvent free, N,N'-carbonyldiimidazole (CDI) mediated amidation
Verma, Sanjeev K.,Ghorpade, Ramarao,Pratap, Ajay,Kaushik
experimental part, p. 2373 - 2376 (2012/05/31)
The method involves CDI mediated amidation under solvent-free conditions. The protocol is green, simple, and scalable and has broad structural applicability. The protocol has also been used for BOC protection of amine. The protocol has reduced the time for CDI mediated amidation from 2-4 h to 5-10 min without the use of any dry organic solvent and nitrogen atmosphere.
A novel synthesis of 3-aryl coumarins and evaluation of their antioxidant and lipoxygenase inhibitory activity
Roussaki, Marina,Kontogiorgis, Christos A.,Hadjipavlou-Litina, Dimitra,Hamilakis, Stylianos,Detsi, Anastasia
experimental part, p. 3889 - 3892 (2010/09/03)
A series of coumarin analogues bearing a substituted phenyl ring on position 3 were synthesized via a novel methodology, through an intermolecular condensation reaction of 2-hydroxyacetophenones and 2-hydroxybenzaldehyde, with imidazolyl phenylacetic acid active intermediates. The in vitro antioxidant activity of the synthesized compounds was evaluated using two different antioxidant assays (radical scavenging ability of DPPH stable free radical and inhibition of lipid peroxidation induced by the thermal free radical AAPH). Moreover, the ability of the compounds to inhibit soybean lipoxygenase was determined as an indication of potential anti-inflammatory activity.
