51241-40-8

Upstream product

• 110-53-2 1-Bromopentane 
• 106-48-9 4-chloro-phenol 
• 106-39-8 bromochlorobenzene 
• 71-41-0 pentan-1-ol 
• 2050-04-6 (pentyloxy)benzene 
• 106-46-7 para-dichlorobenzene 
• 1225507-55-0 C₁₁H₁₅ClO₂ 
• 1043963-12-7 4-(4-bromopentyloxy)chlorobenzene 
• 75-24-1 trimethylaluminum 

Relevant academic research and scientific papers

Cobalt-Catalyzed Decarboxylative Methylation and Ethylation of Aliphatic N-(Acyloxy)phthalimides with Organoaluminum Reagents

A cobalt-catalyzed decarboxylative methylation of aliphatic redox-active esters [ N-(acyloxy)phthalimides; RAEs] with trimethylaluminum under mild conditions was developed, providing a method for transforming a carboxylate group into a methyl group without redox fluctuation. Primary and secondary RAEs were both amenable substrates, whereas a tertiary RAE delivered an elimination product. Triethylaluminum was also used to deliver a decarboxylative ethylation product.

Copper-catalyzed reduction of alkyl triflates and iodides: An efficient method for the deoxygenation of primary and secondary alcohols

We describe an effective method for catalytic reduction of 1°alkyl sulfonates, and 1°and 2°iodides in the presence of a wide range of functional groups. This Cu-catalyzed reaction provides a means for the effective deoxygenation of alcohols, as demonstrated by the highly selective reduction of 1°alcohols using a triflation/reduction sequence. A preliminary study of the reaction mechanism suggests that the reduction does not involve free-radical intermediates. Primarily reduced: The copper-catalyzed reduction of 1°alkyl sulfonates, and 1°and 2°iodides, which is effective in the presence of a wide range of functional groups, provides a means for the effective deoxygenation of alcohols. A preliminary study of the reaction mechanism suggests that the reduction does not involve free-radical intermediates. Copyright

NHC-copper hydrides as chemoselective reducing agents: Catalytic reduction of alkynes, alkyl triflates, and alkyl halides

The NHC-copper-catalyzed Z-selective semi-reduction of terminal and internal alkynes, as well as the NHC-copper-catalyzed reduction of primary alkyl triflates and primary and secondary alkyl iodides and bromides are described. The high chemoselectivity demonstrated in these examples illustrates the mild nature of copper hydride complexes as reducing agents, which have applications in synthetic chemistry beyond their traditional role in the reduction of activated alkenes and carbonyl compounds.

Kaolin-assisted Aromatic Chlorination and Bromination

Moist kaolin catalyses the regioselective and high-yielding chlorination and bromination of C6H5OR (R = C1-C8 alkyl. Bu1, allyl, cyclohexyl, benzyl) to 4-XC6H4OR (X = Cl and Br, respectively) with NaCl02 and Mn(acac)3 in CH2Cl2 in the absence and presence of NaBr, respectively, under mild and neutral conditions.

Regiospecific aromatic chlorination of alkyl phenyl ethers using sodium chlorite catalysed by manganese(III) acetylacetonate and moist alumina in dichloromethane

A solid-liquid biphasic system (dichloromethane and chromatographic neutral alumina) has been tested for the aromatic chlorination of various alkyl aryl ethers using a reagent combination of sodium chlorite and manganese(III) acetylacetonate catalyst. Efficient incorporation of a chlorine atom into the benzene ring with high para-selectivity results. This catalytic system is also applicable to the regiocontrolled chlorination of polyether substrates.

A convenient biphasic system (aluminadichloromethane) for the efficient aromatic monochlorination of alkyl phenyl ethers with sodium chlorite in the catalytic presence of manganese(III) salt

A combination of sodium chlorite, (salen)manganese(III) catalyst, and chromatographic neutral alumina in dichloromethane can be successfully utilized for the aromatic monochlorination of a variety of alkyl phenyl ethers in excellent to quantitative yields under mild and anhydrous conditions.

Selective aromatic chlorination of activated arenes with sodium chlorite, (salen)manganese(III) complex, and alumina in dichloromethane

The reaction of alkyl phenyl ethers with sodium chlorite in dichloromethane in the presence of a (salen)manganese(III) complex and alumina preloaded with a small amount of water afforded monochlorination products with unusually high para selectivities under mild conditions. The NaClO2-based biphasic system can also be successfully used for the regioselective monochlorination of substituted anisoles and polymethoxybenzenes.

Monohalogenation of alkyl phenyl ethers in micellar and vesicular media

The rates and regioselectivities of monohalogenation of C6H5OR (1: a, R = C5H11;b, R = C9H19; c, R = C12H25) by chlorine water and bromine water to give 4-XC6/su

SELECTIVITY OF AROMATIC CHLORINATION REACTIONS WITHIN A REVERSED-PHASE LIQUID CHROMATOGRAPHY COLUMN

Substrate selectivity was obtained in the chlorination of a series of n-alkyl phenyl ethers by chlorine water on a reversed-phase high performance liquid chromatography column at 25 deg C.

Regioselective Para Chlorination of Alkoxybenzenes by Use of Alumina Supported Copper(II) Chloride

Alkoxybenzenes were highly regioselectively chlorinated by use of copper(II) chloride supported on neutral alumina in chlorobenzene to give p-alkoxychlorobenzenes in high yield.The p/o ratios were more than 30.