50434-32-7

Upstream product

• 49802-75-7 2-benzyl-3-phenyl-propionyl chloride 
• 618-68-8 2-benzyl-3-phenylpropanoic acid 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 5381-92-0 1,3-diphenylpropan-2-ol 
• 121-44-8 triethylamine 
• 102-04-5 1,3-Diphenylpropanone 
• 300-57-2 allylbenzene 
• 960-16-7 tributylphenylstannane 
• 888021-85-0 2-(1-benzyl-2-phenyl-ethoxysulfonyl)-benzoic acid 2-(2-methoxy-ethoxy)-ethyl ester 
• 62-53-3 aniline 
• 118334-81-9 2-Benzyl-3-phenyl-propionic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester 

Downstream Products

• 53097-56-6 2-benzyl-3-phenylpropionitrile 
• 3412-44-0 (1E)-1,3-diphenylpropene 

Relevant academic research and scientific papers

Preparation method of alkyl nitrile compound

The invention discloses a preparation method of an alkyl nitrile compound shown as formula I. The preparation method comprises the following step: in a solvent, in the presence of an additive and a catalyst, Zn (CN) 2 and an alkyl halide shown as formula II are subjected to a coupling reaction as shown in the specification to obtain the alkyl nitrile compound as shown in the formula I, wherein theadditive comprises an alkali, the catalyst comprises a nickel compound and a phosphine ligand; the nickel compound is one or more of zero-valent nickel, monovalent nickel salt and divalent nickel salt; when the nickel compound contains zero-valent nickel or divalent nickel salt, the catalyst further comprises a reducing agent. According to the preparation method disclosed by the invention, cyanation of an alkyl halide can be simply, conveniently and efficiently realized by using a cheap catalytic system, and the preparation method also has good functional group compatibility and substrate universality.

Triphosgene-amine base promoted chlorination of unactivated aliphatic alcohols

Unactivated α-branched primary and secondary aliphatic alcohols have been successfully transformed into their corresponding alkyl chlorides in high yields upon treatment with a mixture of triphosgene and pyridine in dichloromethane at reflux. These mild chlorination conditions are high yielding, stereospecific, and well tolerated by numerous sensitive functionalities. Furthermore, no nuisance waste products are generated in the course of the reactions.

Chlorination of aliphatic primary alcohols via triphosgene-triethylamine activation

Activation of primary aliphatic alcohols with triphosgene and triethylamine mixtures afforded either alkyl chloride or diethylcarbamate products, and the switch in selectivity appeared to be driven by sterics. The reaction conditions to achieve this highly useful transformation were unexceptionally mild and readily tolerated by a wide range of sensitive functionalities.

Palladium-catalyzed oxidative arylhalogenation of alkenes: Synthetic scope and mechanistic insights

This article describes the development of a Pd-catalyzed reaction for the arylhalogenation (halogen = Cl or Br) of diverse α-olefins by oxidatively intercepting Mizoroki-Heck intermediates. These transformations afford synthetically useful 1,2- and 1,1-arylhalogenated products in good yields with good to excellent selectivities that can be modulated by changing the nature of the halogenating reagent and/or the reaction conditions. The selectivity of these reactions can be rationally tuned by (i) controlling the relative rates of oxidative functionalization versus β-hydride elimination from equilibrating PdII-alkyl species and (ii) stabilization of organometallic PdII intermediates through the formation of π-benzyl adducts. These arylhalogenations exhibit modest to excellent levels of stereoselectivity, and the key carbon-halogen bond-forming step proceeds with predominant retention of stereochemistry at carbon.

Oxidatively intercepting heck intermediates: Pd-catalyzed 1,2- and 1,1-arylhalogenation of alkenes

This communication describes the development of two Pd-catalyzed reactions for the arylchlorination of diverse α-olefins by oxidatively intercepting Heck intermediates. Depending on the nature of the oxidant and the reaction conditions, these transformati

Rapid conversion of hindered arylsulfonates to alkyl chlorides with retention of configuration

Arylsulfonates of hindered secondary alcohols are converted to the corresponding alkyl chlorides very rapidly and in good yields in the presence of titanium tetrachloride at low temperatures. These reactions proceed with exclusive retention of configuration.

A method for generation of α-halo carbanions (carbenoids) from aryl α-haloalkyl sulfoxides with alkylmetals

Ligand exchange reaction of simple aryl α-haloalkyl sulfoxides with alkyllithium and ethylmagnesium halide at low temperature was investigated. On treatment of aryl α-haloalkyl sulfoxide with n-BuLi, t-BuLi, or EtMgX exclusively sulfur-alkyl bond-cleavage took place to afford α-halo carbanion (carbenoid). When this reaction was carried out without a proton source, the intermediate α-halo carbanion decomposed to give olefines in good yield. The ligand exchange reaction of sulfoxide was found to be very fast and the reaction could be carried out with a proton or a deuterium source (internal quench) to afford alkyl halide. This procedure offers a new method for preparing α-deuterated) halides (the halogen is F, Cl, or Br).

CHLORINATION OF ALLYL COMPOUNDS

Allyl halides, allyl isothiocyanate, allylbenzene and allyl acetone form chloroarylation products with aryldiazonium chloride under cupro- or ferrocatalysis conditions.The activity of compounds containing the allyl group differs in this reaction.Allyl iod

Photochemical Chlorodecarboxylation via an Electron Transfer Mechanism

A new method of chlorodecarboxylation of carboxylic acids via N-acyloxyphthalimides is developed; the reaction proceeds upon irradiation of N-acyloxyphthalimides in the presence of 1,4-diazabicyclooctane in ButOH-CCl4-H2O (53:42:5 v/v) in moderate to high yields.

THE INVENTION OF NEW RADICAL CHAIN REACTIONS. PART VIII. RADICAL CHEMISTRY OF THIOHYDROXAMIC ESTERS; A NEW METHOD FOR THE GENERATION OF CARBON RADICALS FROM CARBOXYLIC ACIDS.

The aliphatic and alicyclic esters of N-hydroxy-pyridine-2-thione are readily reduced by tributylstannane in a radical chain reaction to furnish nor-alkanes.In the absence of the stannane a smooth decarboxylative rearrangement occurs to give 2-substituted thiopyridines.The radicals present in this reaction provoke with t-butylthiol an efficient radical reaction with formation of nor-alkane and 2-pyridyl-t-butyl disulphide.Similarly these carbon radicals can be captured by halogen atom transfer to give noralkyl chlorides, bromides and iodides.With oxygen in the presence of t-butylthiol the corresponding noralkyl hydroperoxides are formed in another radical chain reaction.