Browse
Submit Data
Databases
API
Help

Dataset Information

35 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Facile synthesis of symmetrical bis(benzhydryl)ethers using p-toluenesulfonyl chloride under solvent-free conditions.

ABSTRACT:

Background

The benzhydryl ether moiety is widely distributed in nature and constitutes a key structural motif in numerous molecules of significant biological potential and of prospective clinical uses. Solvent-free and cost-effective facile synthesis of symmetrical bis(benzhydryl)ethers is, thus, much desirable.

Results

A simple and efficient method for the facile synthesis of symmetrical bis(benzhydryl)ethers directly from the corresponding benzhydrols has been developed using a catalytic amount of p-toluenesulfonyl chloride (5 mol%) at an oil bath temperature of 110°C under solvent-free conditions.

Conclusions

Operational simplicity, low reagent loading, high product yields, short reaction time, and solvent-free conditions are the notable advantages of the present method.

SUBMITTER: Brahmachari G

PROVIDER: S-EPMC3637510 | biostudies-literature | 2013 Feb

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Synthesis of ynones at room temperature catalyzed by copper chloride cryptand complex under solvent free conditions.

Project description:An air-stable highly efficient reusable CuCl2-cryptand-[2.2.Benzo] catalyst is reported first time for coupling reaction of terminal alkynes with different acyl chlorides in the presence of triethylamine acting both as base and solvent at room temperature to give the corresponding ynones. Easy-going, short reaction time, cost-effective, palladium-, phosphorus- and solvent-free, high yield and recyclability up to 5th times make this method green procedure for ynones' synthesis with wide substrate variety.

| S-EPMC6656957 | biostudies-literature

A facile, rapid, one-pot regio/stereoselective synthesis of 2-iminothiazolidin-4-ones under solvent/scavenger-free conditions.

Project description:A rapid and efficient one pot solvent/scavenger-free protocol for the synthesis of 2-iminothiazolidin-4-ones has been developed. Interestingly, the regio/stereoselective synthesis affords the regioisomeric (Z)-3-alkyl/aryl-2-(2-phenylcyclohex-2-enylimino)thiazolidin-4-one as the sole product in good yield. The selectivities observed have been rationalized based on the relative magnitude of the allylic strains developed during the course of the reaction. This is the first report wherein the impact of allylic strains in directing the regiocyclization has been noted.

| S-EPMC3628849 | biostudies-literature

Nano copper oxide catalyzed synthesis of symmetrical diaryl sulfides under ligand free conditions.

Project description:Potassium thiocyanate acts as an efficient sulfur surrogate in C-S cross-coupling reactions mediated by recyclable copper oxide nanoparticles under ligand free conditions. This protocol avoids foul smelling thiols, for the synthesis of a variety of symmetrical diaryl sulfides, via the cross-coupling of different aryl halides with potassium thiocyanate, affording corresponding products in moderate to excellent yields.

| S-EPMC3135086 | biostudies-literature

Dioxane dibromide mediated bromination of substituted coumarins under solvent-free conditions.

Project description:An efficient solvent-free protocol for regioselective bromination of substituted coumarins has been developed by using dioxane dibromide as the solid brominating agent. The efficacy of the solvent-free protocol has been established. The effects of the electronic nature and location of the substituents on the outcome of the reaction have been rationalized with a proposed mechanism.

| S-EPMC3302096 | biostudies-literature

Solvent-free synthesis of enantioenriched β-silyl nitroalkanes under organocatalytic conditions.

Project description:An enantioselective 1,4-conjugate addition of nitromethane to β-silyl α,β-unsaturated carbonyl compounds catalyzed by bifunctional squaramide catalysts has been developed. This methodology offers both enantiomers of β-silyl nitroalkanes in good to excellent yields (up to 92%) and enantioselectivities (up to 97.5% ee) under solvent-free conditions at room temperature. Control experiments reveal that the presence of a β-silyl group in the enones is crucial for high reactivity under the optimized reaction conditions.

| S-EPMC8561140 | biostudies-literature

Pd-Catalyzed Synthesis of Piperazine Scaffolds Under Aerobic and Solvent-Free Conditions.

Project description:A facile Pd-catalyzed methodology providing an efficient synthetic route to biologically relevant arylpiperazines under aerobic conditions is reported. Electron donating and sterically hindered aryl chlorides were aminated to afford yields up to 97%, with examples using piperazine as solvent, illustrating an ecofriendly, cost-effective synthesis of these privileged structures.

| S-EPMC5984194 | biostudies-literature

Oxidized Carbon Black as an Activator of Transesterification Reactions under Solvent-Free Conditions.

Project description:A metal-free procedure for oxidation of carbon black (CB), under mild and ecofriendly conditions, is described. The procedure, based on 5/1 w/w H2O2/H2SO4, when applied to high-surface-area CB, leads to oxidation contents (O/C = 0.66) comparable to those obtained for graphite with the more aggressive and metal-based Hummers method (O/C 0.63). Oxidized nanocarbons are able to activate transesterification reactions under solvent-free conditions. Activation of transesterification reactions is much more effective by oxidized CB than by graphene oxide.

| S-EPMC6644938 | biostudies-literature

Asymmetric Michael Addition Organocatalyzed by α,β-Dipeptides under Solvent-Free Reaction Conditions.

Project description:The application of six novel α,β-dipeptides as chiral organocatalysts in the asymmetric Michael addition reaction between enolizable aldehydes and N-arylmaleimides or nitroolefins is described. With N-arylmaleimides as substrates, the best results were achieved with dipeptide 2 as a catalyst in the presence of aq. NaOH. Whereas dipeptides 4 and 6 in conjunction with 4-dimethylaminopyridine (DMAP) and thiourea as a hydrogen bond donor proved to be highly efficient organocatalytic systems in the enantioselective reaction between isobutyraldehyde and various nitroolefins.

| S-EPMC6152315 | biostudies-literature

Solvate-free bis-(triphenylphosphine)iminium chloride.

Project description:The title compound, C(36)H(30)NP(2) (+)·Cl(-), crystallized in the solvate-free form from a CH(3)CN/OEt(2) solution. The chloride anion and the N atom of the [(Ph(3)P)(2)N](+) cation are located on a twofold axis, yielding overall symmetry 2 for the cation. The central P-N-P angle [133.0?(3)°] is at the low end of the range of observed P-N-P angles.

| S-EPMC3011587 | biostudies-literature

One-pot multicomponent nitro-Mannich reaction using a heterogeneous catalyst under solvent-free conditions.

Project description:An environmentally-friendly, one-pot multicomponent reaction of various aldehydes, amines and nitroalkanes for the synthesis of ?-nitroamines is here described. Amberlyst A-21 supported CuI was found to be a highly efficient novel heterogeneous catalyst for the three-component nitro-Mannich reaction between aldehydes, amines and nitroalkanes. The developed protocol is performed in a solvent-free medium to produce a variety of ?-nitroamines in good to excellent yields within short reaction times. The catalyst can be easily prepared and recovered. It has been tested up to eight times with only a minor activity loss.

| S-EPMC6026460 | 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