20744-02-9

Upstream product

• 75-30-9 2-iodo-propane 
• 150-76-5 4-methoxy-phenol 
• 150-78-7 1,4-dimethoxybezene 
• 696-62-8 para-iodoanisole 
• 67-63-0 isopropyl alcohol 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 7495-77-4 4-isopropoxyphenol 
• 150-76-5 4-methoxy-phenol 
• 1568-70-3 4-methoxy-2-nitrophenol 
• 15174-02-4 4-hydroxy-2-nitroanisole 
• 56403-51-1 Dicyano-[4-(dicyano-methoxycarbonyl-methyl)-2-isopropoxy-5-methoxy-phenyl]-acetic acid methyl ester 
• 29075-37-4 2-Methoxy-5-isopropyloxy-7,7,8,8-tetracyanochinodimethan 
• 56403-34-0 1,4-Bis(cyanomethyl)-2-methoxy-5-isopropyloxybenzol 
• 151598-63-9 2-(2-Isopropoxy-5-methoxyanilino)-3-nitropyridine 
• 151598-70-8 4-(2-Isopropoxy-5-methoxyanilino)-3-nitropyridine 
• 151598-72-0 1-(2-Isopropoxy-5-methoxyphenyl)-1H-1,2,3-triazolo<4,5-c>pyridine 
• 151598-65-1 3-(2-Isopropoxy-5-methoxyphenyl)-3H-1,2,3-triazolo<4,5-b>pyridine 
• 151598-71-9 3-Amino-4-(2-isopropoxy-5-methoxyanilino)pyridine 
• 151598-64-0 3-Amino-2-(2-isopropoxy-5-methoxyanilino)pyridine 
• 151598-61-7 2-Isopropoxy-5-methoxyaniline 

Relevant academic research and scientific papers

MCM-41-immobilized 1,10-phenanthroline-copper(i) complex: A highly efficient and recyclable catalyst for the coupling of aryl iodides with aliphatic alcohols

A heterogeneous C-O coupling reaction between aryl iodides and aliphatic alcohols was achieved in neat alcohol or toluene at 110 °C in the presence of 10 mol% of the MCM-41-immobilized 1,10-phenanthroline-copper(i) complex [MCM-41-1,10-phen-CuI] with Cs2CO3 as a base, yielding a variety of aryl alkyl ethers in good to excellent yields. The new heterogeneous copper catalyst can easily be prepared by a simple procedure from commercially available and inexpensive reagents, and recovered by filtration of the reaction solution and recycled at least 8 times without significant loss of activity.

2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide as a novel ligand for the copper-catalyzed coupling reaction of phenols and aryl halides

2-Carbomethoxy-3-hydroxyquinoxaline-di-N-oxide was identified as an efficient novel ligand for the copper-catalyzed coupling of aryl halides with various phenols under mild conditions. The catalytic system shows great functional-group tolerance and excellent reactive selectivity.

Bis(μ-iodo)bis[(-)-sparteine]-dicopper: A versatile catalyst for direct O-Arylation and O-Alkylation of phenols and aliphatic alcohols with haloarenes

The easy to prepare dimeric bis(μ-iodo)bis[(-)-sparteine]- dicopper ([CuI{(-)-spa}]2 complex) is shown to be versatile catalyst for O-arylation and O-alkylation with various aryl halides with phenols and aliphatic alcohols respectively, including less reactive aryl chlorides, such as chlorobenzene under mild conditions.

N,N-dimethylglycine-promoted ullmann-type coupling reactions of aryl iodides with aliphatic alcohols

The Ullmann-type coupling reactions of aryl iodides and aliphatic alcohols occur at 110°C with N,N-dimethylglycine as the ligand, giving aryl alkyl ethers in good to excellent yields. Georg Thieme Verlag Stuttgart.

Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds

The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.

Copper-catalyzed coupling of aryl iodides with aliphatic alcohols.

[reaction: see text] A simple and mild method for the coupling of aryl iodides and aliphatic alcohols that does not require the use of alkoxide bases is described. The reactions can be performed in neat alcohol. For more precious alcohols, the etherificat

Photodehalogenation of the Monochloro- and Monofluoroanisoles

Evidence is presented for a plurality of mechanisms in the photoreduction and photonucleophilic substitution of the monochloroanisoles in alcohol solvents. 4-Chloroanisole appears to react partly via a radical anion and partly by radicals, while the reactions of 3-chloroanisole are more consistent with aryl cations and aryl radicals.The intermediates in the reaction of 2-chloroanisole, which gives no photosubstitution, are as yet not identified but are probably not radical anions.In the case of 4-chloroanisole, substitution and reduction may proceed from different states.Preliminary results on the fluoroanisoles show the 2-F isomer giving both reduction and substitution and the 3- and 4-F isomers only substitution.

SELECTIVE DEALKYLATIONS OF ARYL ALKYL ETHERS AND THIOETHERS BY SODIUM IN HMPA

The reaction of sodium with bis- and tris(alkoxy)benzenes in HMPA gives selectively the products of monodealkylation.The reaction proceeds through a dianion which fragments into an alkyl and an aryloxy anion.The positional selectivity of this fragmentation is governed by the structure of both the alkyl and aryloxy groups.With bis- and tris(alkoxy)benzenes which for symmetry reasons can afford aryloxy anions having the same basicity, the dealkylation involves exlusively the less substituted alkyl group.On the contrary, in the asymmetric terms, the positional selectivity of the dealkylation process is governed by the basicity of the aryloxy anion.On the basis of these concepts several efficient and synthetically useful reactions have been developed.In most cases the selectivity obtained in the present reactions in different from that observed with other previously developed methods which use sodium methoxide or sodium alkenethiolates in HMPA.It is shown that the appropriate choice of the reagent allows selective dealkylation of the desired alkoxy group of a poly(alkoxy)benzene.The reaction of sodium with bis(alkylthio)benzenes in HMPA gives the bis(mercapto)benzenes.If the reduction is carried out with a solution of sodium in HMPA, the reaction gives instead the products of monodealkylation.This however is not selective.It is suggested that in the case of thioethers the dealkylation products originate from the fragmentation of the radical anions.