619-78-3

Upstream product

• 98-87-3 benzylidene dichloride 
• 99-99-0 1-methyl-4-nitrobenzene 
• 555-16-8 4-nitrobenzaldehdye 
• 104-88-1 4-chlorobenzaldehyde 
• 67-64-1 acetone 
• 39184-67-3 3-chloro-3-(p-nitrophenyl)diazirine 
• 141-78-6 ethyl acetate 
• 623-91-6 diethyl Fumarate 
• 67-66-3 chloroform 
• 98-95-3 nitrobenzene 
• 111-90-0 ethoxyethoxyethanol 
• 515-84-4 Ethyl trichloroacetate 
• 545-06-2 trichloroacetonitrile 
• 619-73-8 4-nitrobenzyl chloride 

Downstream Products

• 65398-90-5 p-(1-Chloro-2-methyl-2-nitrobutyl)nitrobenzol 
• 55605-31-7 1-Chloro-2-methyl-2-nitro-(1-p-nitrophenyl)propan 
• 736-31-2 trans-4,4'-dinitrostilbene 
• 3284-64-8 1-nitro-4-(trichloromethyl)benzene 
• 555-16-8 4-nitrobenzaldehdye 
• 30876-61-0 bis(4-nitrobenzyl)diselenide 
• 4100-96-3 α,α,α',α'-tetrachloro-4,4'-dinitro-bibenzyl 
• 402-54-0 p-nitrobenzotrifluoride 
• 29848-60-0 N-[4-(difluoromethyl)phenyl]acetamide 

Relevant academic research and scientific papers

One-pot, oxidative and selective conversion of benzylic silyl and tetrahydropyranyl ethers to gem-dichlorides using trichloroisocyanuric acid and triphenylphosphine as an efficient and neutral system

A one-pot and oxidative method is described for the first time for the conversion of benzylic trimethylsilyl (TMS) and tetrahydropyranyl (THP) ethers to gem-dichlorides using trichloroisocyanuric acid (TCCA) and triphenylphosphine (PPh3) in neutral media. Various theses substrates containing electron withdrawing or donating groups can be efficiently converted to their corresponding gem-dichlorides in good to excellent yields. The present method shows a high degree of chemoselectivity, and due to its one-pot nature is in accordance with green chemistry.

Formamide Catalysis Facilitates the Transformation of Aldehydes into Geminal Dichlorides

Herein, a novel method for the transformation of aldehydes into geminal dichlorides based on phthaloyl chloride as reagent and N -formylpyrrolidine as Lewis base catalyst is disclosed. Given the mild reaction conditions, the current protocol is distinguished by high levels of functional group compatibility and scalability and is operationally simple. The in situ formation of a Vilsmeier Haack reagent type intermediate is likely to be essential for this organocatalytic nucleophilic substitution reaction.

Vicarious Nucleophilic Chloromethylation of Nitroaromatics

Nitroaromatics substituted with electron-acceptor or electron-donor groups undergo vicarious nucleophilic substitution with the lithium salt of dichloromethane to provide chloromethyl-substituted nitroaromatics in good to high yields. The methodology represents a new strategy for the synthesis of benzyl chlorides.

Synthesis of Aryldihalomethanes by Denitrogenative Dihalogenation of Benzaldehyde Hydrazones

We report a denitrogenative dihalogenation reaction of phenyldiazomethanes in which the hypervalent iodine reagents PhICl2 and TolIF2 act as surrogates for elemental chlorine and fluorine. Halogen transfer from iodane to aryldiazomethane is described, as is a tandem oxidative dihalogenation reaction between iodane and hydrazone. This is the first use of non-α-stabilized diazo compounds in this reaction, which provided an efficient synthesis of aryldifluoromethane (ArCHF2) and aryldichloromethane (ArCHCl2) derivatives. (Figure presented.).

Visible Light-Induced Oxidative Chlorination of Alkyl sp3 C-H Bonds with NaCl/Oxone at Room Temperature

A visible light-induced monochlorination of cyclohexane with sodium chloride (5:1) has been successfully accomplished to afford chlorocyclohexane in excellent yield by using Oxone as the oxidant in H2O/CF3CH2OH at room temperature. Other secondary and primary alkyl sp3 C-H bonds of cycloalkanes and functional branch/linear alkanes can also be chlorinated, respectively, under similar conditions. The selection of a suitable organic solvent is crucial in these efficient radical chlorinations of alkanes in two-phase solutions. It is studied further by the achievement of high chemoselectivity in the chlorination of the benzyl sp3 C-H bond or the aryl sp2 C-H bond of toluene.

One-pot, selective and mild conversion of benzylic alcohols to gem -dichlorides using chlorodiphenylphosphine and 2,3-dichloro-5,6-dicyanobenzoquinone as a new and neutral system

A mild and one-pot conversion of benzylic alcohols to their corresponding gem-dichlorides is reported for the first time using chlorodiphenylphosphine (ClPPh2) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) in dichloromethane under neutral conditions and at room temperature. The present method can be efficiently used for preparation of gem-dichlorides even in the presence of some other functional groups with excellent chemoselectivity.

Rasta resin-triphenylphosphine oxides and their use as recyclable heterogeneous reagent precursors in halogenation reactions

Heterogeneous polymer-supported triphenylphosphine oxides based on the rasta resin architecture have been synthesized, and applied as reagent precursors in a wide range of halogenation reactions. The rasta resin-triphenylphosphine oxides were reacted with either oxalyl chloride or oxalyl bromide to form the corresponding halophosphonium salts, and these in turn were reacted with alcohols, aldehydes, aziridines and epoxides to form halogenated products in high yields after simple purification. The polymersupported triphenylphosphine oxides formed as a byproduct during these reactions could be recovered and reused numerous times with no appreciable decrease in reactivity.

A procedure for Appel halogenations and dehydrations using a polystyrene supported phosphine oxide

The conversion of a commercially available polystyrene supported phosphine oxide into synthetically useful polymeric halophosphonium salts using oxalyl chloride/bromide takes place at room temperature in 5 min and generates only CO and CO2 as by-products. The polymeric halophosphonium salts so obtained are useful reagents for Appel halogenations and other dehydrative coupling reactions. This gives rise to a simple three-step synthesis cycle for Appel and related reactions using a commercially available polymeric phosphine oxide with very simple purification and no phosphorus waste.

Phosphorus(V)-catalyzed deoxydichlorination reactions of aldehydes

A phosphine oxide-catalyzed conversion of aldehydes into 1,1-dichlorides is reported. The reaction proceeds via a phosphorus(V)-catalysis manifold in which phosphine oxide turnover is achieved using oxalyl chloride as a consumable reagent. The new method is applicable to a range of aldehydes and, in combination with palladium-catalyzed reductive dimerization, gives rise to a new catalytic approach to the synthesis of stilbenes and a short formal synthesis of resveratrol.

TDAE strategy for the synthesis of 2,3-diaryl N-tosylaziridines

We report herein an original and rapid synthesis of 2,3-diaryl N-tosylaziridines by TDAE strategy starting from ortho- or para- nitro(dichloromethyl)benzene derivatives and N-tosylimines. A mixture of cis/trans isomers was isolated from 1-(dichloromethyl)-4- nitrobenzene, whereas only trans-aziridines were obtained from ortho-nitro derivatives.