1758-10-7

Upstream product

• 108-39-4 3-methyl-phenol 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 420-12-2 thirane 
• 3019-89-4 sodium 3-methylphenoxide 
• 1072-43-1 propylene sulphide 
• 205981-44-8 (Z)-1-methyl-3-(prop-1-en-1-yloxy)benzene 
• 107-18-6 allyl alcohol 

Downstream Products

• 41389-12-2 5-methyl-2-allylphenol 
• 41389-11-1 2-allyl-3-hydroxymethylbenzene 
• 459432-60-1 4-Allyl-3-methyl-phenol 
• 109392-02-1 C₁₆H₁₇Cl₃OSe 
• 128234-68-4 C₂₀H₂₄Cl₂O₂S 
• 108-39-4 3-methyl-phenol 
• 205981-44-8 (Z)-1-methyl-3-(prop-1-en-1-yloxy)benzene 
• 56715-23-2 (S)-3-(3’-methylphenoxy)propane-1,2-diol 
• 66142-79-8 3-methyl-2-propylphenol 
• 1610349-73-9 (E)-4-methoxycinnamyl 3-methylphenyl ether 
• 1610349-81-9 (E)-2-[3-(3-methylphenoxy)-1-propen-1-yl]thiophene 
• 1610349-85-3 (E)-1-[3-(3-methylphenoxy)-2-propen-1-yl]naphthalene 
• 189244-67-5 (S)-1-Amino-3-m-tolyloxy-propan-2-ol 
• 1415419-08-7 (S)-1-nitro-3-(m-tolyloxy)propan-2-ol 

Relevant academic research and scientific papers

Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates

The microwave-accelerated Claisen rearrangement of allyl aryl ethers was investigated, in order to gain insight into the scope of the catalysts, solvents, temperatures, and substrates. Among the catalysts examined, phosphomolybdic acid (PMA) was found to greatly accelerate the reaction in NMP, at temperatures ranging from 220 to 300 °C. This method was found to be useful for preparing several intermediates previously reported in the literature using precious metal catalysts such as Au(I), Ag(I), and Pt(II). Additionally, substrates bearing bromo and nitro groups on the aryl portion required careful tailoring of the reaction conditions to avoid complex product profiles.

Facile one-pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers under mild conditions

We report here the facile, room temperature, catalyst free, one pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers. Anhydrous potassium carbonate (K2CO3) as a mild base along with dimethyl sulfoxide gener

Green Organocatalytic Synthesis of Dihydrobenzofurans by Oxidation-Cyclization of Allylphenols

A green and cheap protocol for the synthesis of dihydrobenzofurans via an organocatalytic oxidation of o -allylphenols is presented. The use of 2,2,2-trifluoroacetophenone and H 2 O 2 as the oxidation system, leads to a highly useful synthetic method, where a variety of substituted o -allylphenols were cyclized in high yields..

Regioselective Alkoxycarbonylation of Allyl Phenyl Ethers Catalyzed by Pd/dppb under Syngas Conditions

A simple and regioselective synthesis of phenoxy esters and phenylthio esters is reported. The products are obtained by selective alkoxycarbonylation catalyzed by Pd2(dba)3, 1,4-bis(diphenylphisphino)butane (dppb), and syngas (CO/H2) in chloroform/alcohol. This methodology affords bifunctional products in good yield with excellent n-selectivity and without the need to use additives.

An efficient palladium-catalyzed synthesis of cinnamyl ethers from aromatic halides, phenols, and allylic chloride

A one-pot, two-step catalytic protocol for the preparation of cinnamyl ethers from simple and readily available aryl halides, phenols and allyl chloride is reported for the first time. This simple and highly efficient palladium nanoparticles catalytic system shows good regio- and stereoselectivities and affords the desired products in good to high yields (49-85%) from aryl iodides. Furthermore, less reactive aryl bromides can also give the cinnamyl ethers in moderate yields (24-72%).

A new catalyst for the asymmetric Henry reaction: Synthesis of β-nitroethanols in high enantiomeric excess

A new chiral tetrahydrosalen ligand has been designed and synthesized from cis-2,5-diaminobicyclo[2.2.2]octane. The complex generated in situ by the interaction of the ligand with (CuOTf)2·C6H 5CH3 was an efficient catalyst for the asymmetric Henry reaction, producing nitroaldol products in high yield and good stereoselectivity. Henry reactions catalyzed by this tetrahydrosalen-Cu(I) complex led to syntheses of β-adrenergic blocking agents (S)-toliprolol, (S)-moprolol, and (S)-propanolol.

Microwave-accelerated Claisen rearrangement in bicyclic imidazolium [b-3C-im][NTf2] ionic liquid

With microwaves, a chemically stable ionic liquid [b-3C-im][NTf2] recently developed in our laboratory was used as solvent and successfully applied to accelerate Claisen rearrangement reactions at high temperatures. In the presence of Lewis acid MgCl2, these thermal rearrangements could be achieved in similar reaction times but at lower temperature. For the microwaved reactions studied in this work, without scarifying isolated yields, the reaction times were significantly reduced from hours (by conventional heating) to ≤3 min. Our result also demonstrated that [b-3C-im][NTf2] ionic liquid was a useful solvent substitute and could be recycled multiple times for the studied rearrangement reaction at elevated temperatures.

Asymmetric synthesis of aryloxypropanolamines via OsO4-catalyzed asymmetric dihydroxylation

A simple and effective procedure for the enantioselective synthesis of several β-adrenergic blocking agents incorporating the first asymmetric synthesis of celiprolol, is described. The key steps are (i) sharpless asymmetric dihydroxylation of aryl allyl ethers to introduce chirality into the molecules and (ii) conversion of cyclic sulfates into the corresponding epoxides using a three-step procedure.

Zinc-catalyzed Williamson ether synthesis in the absence of base

A zinc-catalyzed Williamson ether synthesis is described with microwave heating in the presence of DMF or stirring in an oil-bath using THF as solvent and in the absence of base. Zinc powder was found to be a highly efficient catalyst for the synthesis of aromatic ethers using microwave heating in the presence of N,N-dimethylformamide as well as under stirring in an oil-bath using tetrahydrofuran as solvent without any inorganic base. This method can be used for selective mono-, di- or tri-O-alkylations.

Process for the preparation of lactones and aromatic hydroxycarboxylic acids

Verfahren zur Herstellung von gegebenenfalls substituierten Hydroxyphenylessigs?uren der Formel in der n 0, 1 2 oder 3 sein kann, R H oder einen C1-C6-Alkylrest, C1-C6-Alkoxyrest, Phenyl, Phenoxy, CN, NO2, SO3H, NH2, F, Cl, I oder Br oder einen 5- oder 6-gliedrigen Ring mit einem N-Atom, der an den Phenylring anelliert ist bedeutet und die Reste X und Y OH, H, ein C1-C6-Alkylrest, ein C1-C6-Alkoxyrest, Phenyl, Phenoxy, CN, NO2, SO3H, NH2, F, Cl, I oder Br sein k?nnen, wobei mindestens einer der Reste X oder Y OH bedeutet oder von gegebenenfalls substituierten Lactonen der Formel bei welchem ein Allylphenol der Formel in Wasser, einem C1-C6-Alkohol oder einem Wasser/Alkoholgemisch mit Ozon korrespondierenden Aldehyd umgesetzt wird, der durch Erw?rmen mit den bei der Ozonolyse entstehenden Peroxiden zur entsprechenden Hydroxyphenylessigs?ure der Formel (I) aufoxidiert wird, die gegebenenfalls, für den Fall, dass X gleich OH ist, zum Lacton der Formel (II) cyclisiert werden kann.