58369-59-8

Upstream product

• 75-87-6 chloral 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 135-02-4 ortho-anisaldehyde 
• 56-23-5 tetrachloromethane 
• 67-66-3 chloroform 
• 60-29-7 diethyl ether 
• 79422-01-8 tris(2-methoxyphenyl)-1,3,5,2,4,6-trioxatriborinane 
• 302-17-0 chloral hydrate 
• 7401-52-7 1,1-diacetoxy-1-(2-methoxyphenyl)methane 
• 578-57-4 2-bromoanisole 

Downstream Products

• 30667-99-3 1,1,1-trichloro-2-(2-methoxyphenyl)-2-(4-methoxyphenyl)ethane 
• 54034-87-6 1,1,1-Trichlor-2-trimethylsiloxy-2-o-methoxyphenylethan 
• 284687-65-6 2,2,2-trichloro-1-(2-methoxyphenyl)ethanone 
• 767-91-9 1-ethynyl-2-methoxybenzene 
• 54034-91-2 2-chloro-2-(2-methoxyphenyl)acetaldehyde 
• 5157-57-3 2,2-dichloro-1-(4-chlorophenyl)ethanone 
• 27704-37-6 2,2,2-trichloro-1-(4-chlorophenyl)ethanone 
• 57956-70-4 2,2-dichloro-1-(2-methoxyphenyl)-ethan-1-one 
• 1620143-44-3 ethyl [2,2,2-trichloro-1-(2-methoxyphenyl)ethyl]carbonate 
• 107519-64-2 1,1,1-trichloro-2-(2-methoxy-3,5-dinitro-phenyl)-2-(4-methoxy-3,5-dinitro-phenyl)-ethane 
• 108791-35-1 1-acetoxy-2,2-dichloro-1-(2-methoxyphenyl)ethane 
• 82772-47-2 1-(2,2-Dichloro-1-methoxy-ethyl)-2-methoxy-benzene 
• 53688-19-0 2-chloro-1-(2-methoxy-phenyl)-ethanone 
• 339274-27-0 (R)-2,2,2-trichloro-1-(2-methoxyphenyl)ethanol 

Relevant academic research and scientific papers

Pd-catalyzed synthesis of 1-(hetero)aryl-2,2,2-trichloroethanols using chloral hydrate and (hetero)arylboroxines

1-(Hetero)aryl-2,2,2-trichloroethanols are useful key intermediates for the synthesis of various bioactive compounds. Herein, we describe N-heterocyclic carbene (NHC)-coordinated cyclometallated palladium complex (CYP)-catalyzed (hetero)aryl addition of chloral hydrate using (hetero)arylboroxines, providing a new approach to 1-(hetero)aryl-2,2,2-trichloroethanols. Notably, PhS-IPent-CYP which coordinated the bulky yet flexible 2,6-di(pentan-3-yl)aniline (IPent)-based NHC showed good catalytic activities and promoted the transformation in 24-97% yields.

A novel β-(oxy)alkyl radical during copper(I)-mediated stereoselective synthesis of (Z)-ene-1,4-diones in a reaction of 2,2,2-trichloro-1-phenylethanone

A novel β-(oxy)alkyl radical derived from trichloro methyl compound containing neither a suitably located C-C multiple bond nor a leaving group or a H-atom at the β-position of the radical in a reaction of 2,2,2-trichloro-1-phenyl-ethanone with 2 mol equiv each of CuCl and bpy in refluxing DCE under a N2 atm underwent intramolecular heterolysis (just like formation of intact radical cation-anion pair) during stereoselective radical dimerization to Z-ene-1,4-dione along with small amount of reductive dechlorination product. The stereochemistry was established by X-ray diffraction spectroscopy of various solid crystalline products.

β-(Carbonatoxy)alkyl radicals: A new subset of β-(ester)alkyl radical fragmentation during copper(I)-mediated synthesis of 1,1-dichloro-1-alkenes

A new subset of β-(ester)alkyl radicals is presented. It is the first study on the chemistry of β-(alkoxycarbonyloxy)alkyl radicals that fill the gap in the spectrum of the migrating groups in β-(ester)alkyl radical reactions. The change from less nucleofugal (acetate) group to the more nucleofugal (carbonate) group in the spectrum of the migrating group changed the reaction path from rearrangement to fragmentation. This approach has been used for the synthesis of 1,1-dichloroalkenes in high yields. The formation of dichloroalkenes was accounted by the involvement of alkene radical cation and carbonate anion pair (a CIP) as a result of heterolysis of the CO bond of the carbonate at the β-position of the β-(alkoxycarbonyloxy)alkyl radical. The alkene radical cation was trapped by nucleophilic reaction with MeOH to form methyl ester.

Platinum on carbon-catalyzed precise reduction control of trichloromethyl to Geminal-dichloromethyl groups

Geminal-dichloromethyl derivatives could be efficiently synthesized by the highly chemoselective platinum on carbon-catalyzed mono-dechlorination of trichloromethyl substrates in dimethylacetamide (DMA) as a specific solvent at 25 °C under a hydrogen atmosphere. Copyright

Copper(I)-promoted synthesis of chloromethyl ketones from trichloromethyl carbinols

(Chemical Equation Presented) Reaction of several trichloromethyl carbinols with 2 equiv of CuCl/bpy in refluxing DCE for 3 h afforded chloromethyl ketones in excellent yield by 1,2-H shift in the copper-chlorocarbenoid intermediate.

A practical asymmetric synthesis of homochiral α-arylglycines

Enantioselective reduction of a series of substituted aryl trichloromethyl ketones with the CBS-catecholborane reagent afforded homochiral aryl trichloromethyl carbinols which have been elaborated to give homochiral α-arylglycines in high e.e.

Chain Reactions Induced by Cathodic Reduction

Cathodic reduction of a system comprising carbon tetrachloride, chloroform, and an aldehyde led to an effective anionic chain reaction.The best current efficiency observed was about 1*104 percent .Such a chain reaction is an effective synthetic method for 1,1,1-trichloro-2-alkanols.The reaction system consisting of methyl trichloroacetate, methyl dichloroacetate, and an aldehyde and several other systems also exhibited a similar pattern of chain reaction.

NOVEL SELECTIVE SYNTHESIS OF α-CHLOROMETHYL, α,α-DICHLOROMETHYL, AND α,α,α-TRICHLOROMETHYL KETONES FROM ALDEHYDE UTILIZING ELECTROREDUCTION AS KEY REACTIONS

A variety of α-chloromethyl, α,α-dichloromethyl, and α,α,α-trichloromethyl ketones were synthesized from aldehyde utilizing cathodic reduction as key reactions.