Letters in Organic Chemistry - Volume 19, Issue 9, 2022

A rapid and highly efficient methodology for the synthesis of 1, 2, 4-triazolidine-3-thiones derivatives has been developed in the presence of a catalytic amount of guanidine hydrochloride using water as a solvent. The reaction of thiosemicarbazide with different aryl aldehydes resulted in the formation of title compounds in good yields (85-95%) with a convenient reaction time (20-30 min). The key advantages of this appro Read More

Among the large variety of nitrogen and oxygen-containing heterocycles, 1,3,4- oxadiazole, the scaffold, has attracted considerable attention owing to its ability to show an extensive range of pharmacological actions. According to literature investigations, prepared 1,3,4- oxadiazole and its derivative are pharmacologically significant and consist of a variety of activities, such as anticonvulsant, anticancer, antioxidant, anti-infl Read More

In this report, a hybrid terpyridine (tpy) ligand functionalize with magnetic support was synthesized to obtain well-dispersed Ru NPs with a 2.0±0.5 nm mean size. This material was further analyzed using different analytical techniques before utilizing it as a catalyst for the CO2 hydrogenation reaction. A noticeable application of Ru-deposited magnetic nanoparticles as catalysts was observed during the CO2 hydrogenation. We Read More

The present study explores a new method for the fabrication of NaA nanozeolite as a simple and efficient catalyst for producing 3-aminoimidazo [1,2-a] pyridines via the 3-component reaction of aldehydes, 2-aminoperidines and isocyanides under solvent-free conditions. The production of the organic template-free (OTF) NaA nanozeolite was performed at room temperature. The prepared nanozeolite was identified by X-ray dif Read More

Six macrocyclic Schiff bases bearing hydroxyethyl pendants have been synthesized in high yields via [2 + 2] condensation between the rigid dialdehydes and 2-[bis(2-aminoethyl)amino]ethanol or 1-[bis(2-aminoethyl)amino]-2-propanol at 0°C for 12 hours in the CH3CN/H2O mixture. Solubility discrepancies between macrocyclic products and raw materials in selected solvents enable a facile separation and high yields, Read More

The mechanism of metal-catalyzed spiroketalization of propargyl acetonide is explored by employing DFT with the B3LYP/6-31+G(d) method. Acetonide is used as a regioselective regulator in the formation of monounsaturated spiroketal. The energies of transition states, intermediates, reactants and products are calculated to provide new insight into the mechanism of the reaction. The energetic features, validation of t Read More

Aims: This study aims to synthesize thiazolidine-4-one compounds with a pyrimidine nucleus and evaluate against different species of bacteria, fungi, protozoa, and the malaria parasite. Background: Microwave irradiation was the best method for synthesizing the thiazolidin-4-one ring system. It took only 15 minutes for synthesizing thiazolidin-4-one while the conventional method required 12 hours. The rapid reaction w Read More

The photochemical reaction of pyrylium cation with water to give a cyclopentene derivative has been studied at the DFT/B3LYP/6-31G+(d,p) level of theory. The calculation is in agreement with an electrocyclic disrotatory reaction from the S1 singlet excited state, giving a cyclopentene epoxide cation that can react with very low activation energy (2 kJ mol-1) with water to give the corresponding adduct. CASSCF calculations allo Read More

An environmentally benign, simple, rapid synthesis of 1,2,4-triazolidine-3-thiones at room temperature is reported using amino acid-derived Brønsted acidic ionic liquid L-proline nitrate [Pro+NO3 -] from aldehyde and thiosemicarbazide in an aqueous medium. A cost-effective and energy-efficient catalyst with the reusability of up to five cycles without significant loss in the catalytic activity makes this protocol superior. A fas Read More

The work describes a detailed account of the Lewis acid-catalyzed preparation of structurally variant alkoxymethyl halides. A series of Lewis acids with different halogenating agents are evaluated for the cleavage of bis-alkoxymethanes, where several readily available Lewis acids were found to exhibit high catalytic potential. SOCl2 with MgCl2 was found to be one of the best combinations for the facile and efficient preparation of Read More

X-ray crystal and Hirshfeld surface analyses of 2-hydroxy-7-methoxy-3-(2,4,6- trimethylbenzoyl)naphthalene and its 2-methoxylated homologue show quantitatively and visually distinct molecular contacts in crystals and minute differences in the weak intermolecular interactions. The title compound has a helical tubular packing, where molecules are piled in a two-folded head-to-tail fashion. The homologue has a tight zigza Read More

A new, simple method for the synthesis of N,N-diethyl-m-methylbenzamide (DEET) from m-toluic acid and diethylamine using 1,1'-carbonyl-di-(1,2,4-triazole) (CDT) as a coupling agent has been performed. The basic principles of activated carbonyls have been explored with the ability to prepare new amides easily. All reaction by-products are water-soluble as well as removed by filtration, the reaction could be purified eas Read More

A new β-dihydroagarofuran-type sesquiterpenoid named 1α,2α,5α,11-tetraacetoxy-8α- (trans-p-coumaroyl)-β-dihydroagarofuran (1), together with five known compounds (2-6), was isolated from the CHCl3-soluble extract of the stems of Celastrus orbiculatus. The structure of the new compound was elucidated with spectroscopic physicochemical analyses. All isolates were evaluated for in vitro cytotoxic activity against four huma Read More

Eugenol (4-allyl-2-methoxyphenol) is a natural phenolic compound present in certain aromatic plants; however, it is generally extracted from the essential oil of Eugenia caryophyllata (Syzygiumaromaticum) (L.) Merr. and L.M. Perry. This bioactive natural compound has generated considerable biological interest with well-known antimicrobial and antioxidant actions. This study aimed at evaluating eugenol derivatives as antimicro Read More

In-silico studies are used for the prediction of the properties of several novel materials using the computer simulation technique. The present study describes the complete description of the molecular vibrations and electronic features of the title compound by this technique. 7-(4-nitrophenyl)benzo[6, 7]chromeno[3,2-e]pyrido[1,2-a]pyrimidin-6(7H)-one was prepared by the multicomponent reaction of 2H-pyrido[1, Read More

1,5-Disubstituted tetrazoles are vital drug-like scaffolds usually encountered as valuable bioisosteres of the cis-amide bond. In this article, we reported the synthesis of some novel medicinally relevant pyrazole centered 1,5-disubstituted tetrazoles using ultrasound irradiation via a one-pot 4-C reaction from various pyrazole originated aldehyde, amine, isocyanide, and sodium azide. All the synthesized derivatives were chara Read More

Aims: This work aims to widen the scope of methodologies to prepare functionalized N-alkenylcarbazates. Background: Alkenylcarbazates are generally prepared via Aza-Baylis-Hillman reactions, nucleophilic attack on ketones or a tandem carbometallation/amidation reaction of alkynes. Objective: The objective of this work is to develop a method to prepare functionalized Nalkenylcarbazates that alleviates the problem en Read More