30116-00-8

Upstream product

• 1422-76-0 3-methylbenzenediazonium tetrafluoroborate 
• 107-13-1 acrylonitrile 
• 108-88-3 toluene 
• 3333-20-8 1-allyl-3-methylbenzene 
• 75-05-8 acetonitrile 
• 587-03-1 3-methylbenzyl alcohol 
• 93614-80-3 3-(3-methylphenyl)prop-2-en-1-al 
• 29978-38-9 1-(m-tolyl)prop-2-yn-1-ol 
• 229640-56-6 2-benzenesulfonyl-3-m-tolyl-acrylonitrile 
• 620-13-3 1-bromomethyl-3-methyl-benzene 
• 116196-72-6 3,6-diisopropyl-2-cyanomethylsulfinylpyrazine 
• 620-23-5 m-tolyl aldehyde 

Relevant academic research and scientific papers

Pd(II)-Catalyzed CC Bond Cleavage by a Formal Group-Exchange Reaction

A chelation-assisted palladium-catalyzed CC bond cleavage of α, β-unsaturated ketone to form alkenyl nitrile in the presence of nitrile is disclosed on the basis of a formal group-exchange reaction formulated as C1C2 + C3 → C1C3 + C2, differing from normal alkene oxidative cleavage and metathesis type. The isolated key active Pd(II) complex as well as deuterium-labeled experiment revealed the necessity of the chelation group, and a plausible catalytic pathway was proposed.

Preparation method of trans-alpha, beta-unsaturated nitriles compound

The invention relates to a preparation method of a trans-alpha, beta-unsaturated nitriles compound. The method comprises the following steps: uniformly mixing a benzyl alcohol compound, acetonitrile, a promoter and alkali, and carrying out reflux reaction completely to obtain reaction liquid; carrying out conventional extraction, drying, concentration and column chromatographic separation on the reaction liquid in sequence to obtain the trans-alpha, beta-unsaturated nitriles compound. The preparation method belongs to double-component one-boiler reaction, so that conditions are relatively mild, and raw materials are easy to prepare and readily available; the operation is simple, the yield is relatively high, and greenness, environment friendliness and economy can be realized; large-scale production can be realized; the preparation method has an extremely good application potential on the aspect of fine chemicals, and has a relatively good industrial application prospect.

Cascade reaction of propargylic alcohols with hydroxylamine hydrochloride: facile synthesis of α,β-unsaturated oximes and nitriles

We have developed an easy and practical method for the synthesis of α,β-unsaturated oximes and nitriles from readily available propargylic alcohols with hydroxylamine hydrochloride (NH2OH·HCl) under metal-free conditions. By using or not using p-toluenesulfonyl chloride (p-TsCl) as the dehydrating promoter, the desired nitriles or oximes could be obtained, respectively via a three-step one-pot or two-step one-pot process in moderate to excellent yields with good functional group compatibility.

Bronsted acid mediated nitrogenation of propargylic alcohols: An efficient approach to alkenyl nitriles

A novel and efficient approach to alkenyl nitriles from readily available propargylic alcohols has been developed. This nitrogenation reaction is transition-metal-free and could be conducted under air at ambient temperature, which makes this protocol promising and practical. Moreover, NH4Br is disclosed as an efficient additive to promote the stereoselectivity of this reaction. the Partner Organisations 2014.

Iron-facilitated direct oxidative C-H transformation of allylarenes or alkenes to alkenyl nitriles

This paper describes the first direct approach to alkenyl nitriles from allylarenes or alkenes facilitated by an inexpensive homogeneous iron catalyst. Three C-H bond cleavages occur under the mild conditions during this process. Mechanistic studies indic

Direct oxidative coupling of benzenes with acrylonitriles to cinnamonitriles catalyzed by Pd(OAc)2/HPMoV/O2 system

A facile direct synthesis of cinnamonitriles from acrylonitriles and benzenes is successfully achieved by using Pd(OAc)2/HPMoV/O 2 catalyst system via the direct C-H bond activation of benzenes using molecular oxygen as a terminal oxidant.

Transition metal-catalyzed synthesis of pyrroles from dienyl azides

(Chemical Equation Presented) A range of 2,5-disubstituted and 2,4,5-trisubstituted pyrroles can be synthesized from dienyl azides at room temperature using catalytic amounts of Znl2 or Rh2(O 2CC3F7)4.

Palladium-Imidazolium Carbene Catalyzed Mizoroki-Heck Coupling with Aryl Diazonium Ions

(Matrix Presented) Catalyst formed from N,N-bis(2,6-diisopropylphenyl)dihydroimidazolium chloride and palladium(II) acetate (2 mol %) was used, without added base, to efficiently produce Heck coupled products with olefins and aryl diazonium tetrafluoroborate substrates. The reactions were performed at room temperature, giving product in 2-4 h with 80-90% yields for isolated materials. Diazonium ions, formed in situ directly from anilines, also couple under these conditions.

Stereoselective Synthesis of (E)-Cinnamonitriles with the SmI2/THF/MeOH System

α-Phenylsulfonylcinnamonitriles are readily reduced by SmI2/THF/MeOH to give the corresponding (E)-cinnamonitriles in good yields under mild conditions.

β-ELIMINATION OF THE PYRAZINYLSULFINYL GROUP - PREPARATION OF CINNAMONITRILES

As a new leaving group for the β-elimination of sulfoxides,the pyrazinylsulfinyl group was introduced.Using this leaving group, some cinnamonitriles were prepared from the corresponding benzyl bromides and chloroacetonitrile.