Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions.

ABSTRACT: We report a convenient and practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using Oxone® in aqueous solution under mild conditions at room temperature. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy group under mild conditions of 80 °C or lower temperature. These sequential procedures are highly reliable to selectively afford cyclic hypervalent iodine compounds in excellent yields without contamination by hazardous pentavalent iodine(III) compound.

SUBMITTER: China H

PROVIDER: S-EPMC8036297 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions.

China Hideyasu H Kageyama Nami N Yatabe Hotaka H Takenaga Naoko N Dohi Toshifumi T

Molecules (Basel, Switzerland) 20210327 7

We report a convenient and practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using Oxone<sup>®</sup> in aqueous solution under mild conditions at room temperature. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy group under mild conditions of 80 °C or lower temperature. T ...[more]

PMID: 33801611

Similar Datasets

Efficient and practical synthesis of monoalkyl oxalates under green conditions.

Project description:Monoalkyl oxalates are among the most important building blocks being applied to the synthesis of a variety of significant classes of compounds or applied to various cutting-edge reactions. However, their commercial availability is limited. Their synthetic methods are also limited because of the difficulty to synthesize them, and those hitherto reported are carried out in organic solvents often with the use of toxic reagents with mostly low to modest yields. Here we have developed practical synthesis of monoalkyl oxalates in aqueous media by applying the highly efficient selective monohydrolysis reactions of symmetric diesters which we reported previously. The best conditions apply an aqueous NaOH solution with relatively nontoxic THF or acetonitrile as a co-solvent at around 0-5 °C. The procedures are simple and environmentally friendly without requiring toxic or expensive reagents, yet yielding the corresponding half-esters in high yields with high purities. All the half-esters prepared here are stable over a long period of time. Therefore, our studies are expected to offer practical green methods for the synthesis of monoalkyl oxalates.

| S-EPMC9465637 | biostudies-literature

Tritylation of Alcohols under Mild Conditions without Using Silver Salts.

Project description:Secondary alcohols were conveniently tritylated under mild conditions within a short running time with tritylium trifluoroacetate generated in situ from trityl alcohols and trifluoroacetic anhydride. No expensive silver salts were needed for the reactions. Four secondary alcohols were tritylated with both mono- and dimethoxy trityl alcohols giving good to excellent isolated yields. The reaction was also tested on four nucleoside derivatives that have primary alcohols. Satisfactory results were also obtained.

| S-EPMC5193390 | biostudies-literature

Pd-catalyzed synthesis of Ar-SCF3 compounds under mild conditions.

Project description: Not available

| S-EPMC3395331 | biostudies-literature

Rational synthesis of an atomically precise carboncone under mild conditions.

Project description:Carboncones, a special family of all-carbon allotropes, are predicted to have unique properties that distinguish them from fullerenes, carbon nanotubes, and graphenes. Owing to the absence of methods to synthesize atomically well-defined carboncones, however, experimental insight into the nature of pure carboncones has been inaccessible. Herein, we describe a facile synthesis of an atomically well-defined carboncone[1,2] (C70H20) and its soluble penta-mesityl derivative. Identified by x-ray crystallography, the carbon skeleton is a carboncone with the largest possible apex angle. Much of the structural strain is overcome in the final step of converting the bowl-shaped precursor into the rigid carboncone under mild reaction conditions. This work provides a research opportunity for investigations of atomically precise single-layered carboncones having even higher cone walls and/or smaller apex angles.

| S-EPMC6707775 | biostudies-literature

Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions.

Project description:Hydroxylation of aryl sulfonium salts could be realized by utilizing acetohydroxamic acid and oxime as hydroxylative agents in the presence of cesium carbonate as a base, leading to a variety of structurally diverse hydroxylated arenes in 47-95% yields. In addition, the reaction exhibited broad functionality tolerance, and a range of important functional groups (e.g., cyano, nitro, sulfonyl, formyl, keto, and ester) could be well amenable to the mild reaction conditions.

| S-EPMC10891898 | biostudies-literature

Synthesis of Known and Previously Inaccessible Poly(pyrazolyl)Borates under Mild Conditions.

Project description:Poly(pyrazolyl)borate ligands have been obtained through the reaction of highly reactive haloboranes with in situ formed pyrazolides under very mild conditions. This versatile synthetic method allows the selective synthesis of bis-, tris-, or tetrakis(pyrazolyl)borates. Furthermore, the method is compatible with the use of functional groups on the heterocyclic moieties of the poly(pyrazolyl)borates that were not accessible to date. Strongly encumbered sodium and thallium(I) poly(pyrazolyl)borates with a reduced donating ability have been obtained for the first time.

| S-EPMC10337037 | biostudies-literature

Iodine-catalyzed efficient synthesis of xanthene/thioxanthene-indole derivatives under mild conditions.

Project description:An iodine-catalyzed nucleophilic substitution reaction of xanthen-9-ol and thioxanthen-9-ol with indoles has been developed, providing an efficient procedure for the synthesis of xanthene/thioxanthene-indole derivatives with good to excellent yields. This protocol offers several advantages, such as short reaction times, green solvent, operational simplicity, easily available catalyst and mild reaction conditions. Moreover, this method showed good tolerance of functional groups and a wide range of substrates.

| S-EPMC9055358 | biostudies-literature

Trimesic acid-functionalized chitosan: A novel and efficient multifunctional organocatalyst for green synthesis of polyhydroquinolines and acridinediones under mild conditions.

Project description:Trimesic acid-functionalized chitosan (Cs/ECH-TMA) material was prepared through a simple procedure by using inexpensive and commercially available chitosan (Cs), epichlorohydrin (ECH) linker and trimesic acid (TMA). The obtained bio-based Cs/ECH-TMA material was characterized using energy-dispersive X-ray (EDX) and Fourier-transform infrared (FTIR) spectroscopy, field emission scanning electron microscopy (FESEM) and X-ray diffraction (XRD) analysis. The Cs/ECH-TMA material was successfully used, as a multifunctional heterogeneous and sustainable catalyst, for efficient and expeditious synthesis of medicinally important polyhydroquinoline (PHQ) and polyhydroacridinedione (PHA) scaffolds through the Hantzsch condensation in a one-pot reaction. Indeed, the heterogeneous Cs/ECH-TMA material can be considered as a synergistic multifunctional organocatalyst due to the presence of a large number of acidic active sites in its structure as well as hydrophilicity. Both PHQs and PHAs were synthesized in the presence of biodegradable heterogeneous Cs/ECH-TMA catalytic system from their corresponding substrates in EtOH under reflux conditions and high to quantitative yields. The Cs/ECH-TMA catalyst is recyclable and can be reused at least four times without significant loss of its catalytic activity.

| S-EPMC10227330 | biostudies-literature

Nb(V)-containing saponite: A versatile clay for the catalytic degradation of the hazardous organophosphorus pesticide paraoxon under very mild conditions.

Project description:A synthetic saponite clay containing structural Nb(V) metal centres (NbSAP) was investigated in the abatement of paraoxon-ethyl, an anti-cholinergic organophosphorus pesticide, under mild conditions (neutral pH, room temperature and ambient pressure) in heterogenous phase, without additional basic additives. The material was selected according to its high surface acidity and ease of preparation through a one-step hydrothermal synthesis. The presence of Nb(V) ions played a crucial role in efficiently catalysing the degradation of aggressive chemical substrates. A niobium(V) oxide with very low surface acidity was also tested as a reference material. The study employed a multi-technique approach to monitor the pesticide degradation pathway and by-products formed during abatement experiments in polar non-protic and aqueous solvents. Notably, in water, the concentration of paraoxon-ethyl significantly decreased by 82 % within the first hour of contact with the clay. Additionally, NbSAP demonstrated a good performance after three repeated catalytic cycles and subsequent reactivation.

| S-EPMC11564950 | biostudies-literature

Synthesis of crystalline two-dimensional conjugated polymers through irreversible chemistry under mild conditions.

Project description:Two-dimensional conjugated polymers (2DCPs) are a class of monolayer to multilayer crystalline polymeric materials with conjugated linkages at two-orthogonal directions that promise applications from membranes to electronics. Current interfacial synthesis methods have succeeded in constructing 2DCPs from dynamic covalent chemistry, e.g., imine linkages. However, these methods are unsuitable for fabricating the 2DCPs of robust olefin linkages due to the inadequate reversibility. Here we report the synthesis of 2DCPs linked by olefin bonds via amphiphilic-pyridinium-assisted aldol-type interfacial polycondensation. The synthesis is achieved by an alkyl-quaternized trimethylpyridine that can self-assemble into ordered monolayer at water interface and further react in situ with multifunctional aldehydes via aldol-type topologic polycondensation. The resultant 2DCPs show long-range molecular ordering, large lateral size and well-controlled thickness. Both experimental and theoretical analyses show that the pre-assembled trimethylpyridinium monolayer at water interface significantly boosts its condensation reactivity, thereby facilitating the synthesis of 2DCPs under mild conditions. The integration of the 2DCPs with inherent positive charges in an osmotic power generator gives excellent output power density reaching 51.4 W m-2, superior to the most reported 2D nanoporous membranes.

| S-EPMC11890747 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data