58177-65-4

Upstream product

• 939-97-9 4-tert-Butylbenzaldehyde 
• 75-05-8 acetonitrile 
• 1428345-72-5 (E)-(4-tert-butylstyryl)triethoxysilane 
• 68-12-2 N,N-dimethyl-formamide 
• 1746-23-2 4-tert-Butylstyrene 
• 86604-02-6 1-(4-tert-butylphenyl)-2-propyn-1-ol 
• 49543-63-7 4-tert-butylbenzyl mercaptan 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 107-13-1 acrylonitrile 
• 877-65-6 p-tert-butylbenzyl alcohol 
• 772-38-3 4-tert-Butylphenylacetylene 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 35779-04-5 1-tert-butyl-4-iodobenzene 

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.

Continuous Flow Sodiation of Substituted Acrylonitriles, Alkenyl Sulfides and Acrylates

The sodiation of substituted acrylonitriles and alkenyl sulfides in a continuous flow set-up using NaDA (sodium diisopropylamide) in EtNMe2 or NaTMP (sodium 2,2,6,6-tetramethylpiperidide)?TMEDA in n-hexane provides sodiated acrylonitriles and alkenyl sulfides, which are subsequently trapped in batch with various electrophiles such as aldehydes, ketones, disulfides and allylic bromides affording functionalized acrylonitriles and alkenyl sulfides. This flow-procedure was successfully extended to other acrylates by using Barbier-type conditions.

PROCESS FOR HYDROCYANATION OF TERMINAL ALKYNES

The present invention refers to a process for a Rh-catalyzed Anti-Markovnikov hydrocyanation of terminal alkynes which process discloses, for the first time, the highly stereo- and regio-selective hydrocyanation of terminal alkynes to furnish E- configured alkenyl nitriles and the catalyst used in the present process.

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.

Rh-Catalyzed Anti-Markovnikov Hydrocyanation of Terminal Alkynes

We report the first highly stereo- and regioselective hydrocyanation of terminal alkynes to furnish E-configured alkenyl nitriles. Acrylonitriles can be accessed on gram scale with broad substrate scope and functional group tolerance. The hydrocyanation reaction employs acetone cyanohydrin as a practical alternative to HCN gas.

Entangled Cu Complex over Fe3O4@SiO2 as Supported Catalyst for Synthesis of Alkenyl Nitriles with Aromatic Aldehydes and Acetonitrile

An efficient, green and practical approach to synthesize alkenyl nitriles using new supported Cu(II) catalyst via aromatic aldehydes and acetonitrile was developed. The novel catalyst was characterized by FT-IR, XRD, SEM/EDX, TEM, TGA and VSM. Interestingly, the catalyst was found to be active for synthesis of alkenyl nitriles, which were readily obtained in good yields under mild conditions. But most importantly, the original catalyst could be conveniently recovered and recycled from the reaction system by applying an external magnet and reused in four cycles without significant loss in catalytic activity. Graphical Abstract: [Figure not available: see fulltext.]

An Abnormal N-Heterocyclic Carbene-Based Palladium Dimer: Aqueous Oxidative Heck Coupling under Ambient Temperature

Herein we report the synthesis of a new abnormal N-heterocyclic carbene (aNHC)-based ligand and its use in synthesizing an acetate bridged C-H activated palladium dimer (1). In complex 1, the carbene ligand displays an abnormal mode of binding with the palladium(II) ion. We used complex 1 as a catalyst for the oxidative Heck coupling reaction of arylboronic acids with electron-deficient as well as electron-rich olefins at ambient temperature in water to produce selectively the β-arylated products in good to excellent yields.

Copper-catalyzed oxidative olefination of thiols using sulfones and phosphorous ylides

Copper-catalyzed one-pot conversion of thiols to olefins was conducted under aerobic conditions. Thiols were oxidized to generate thioaldehydes, which reacted with sulfones or phosphorous ylides to form the corresponding olefins. The formation of thiosulfonates and phosphorous sulfides confirms that these olefination protocols proceed via thioaldehyde-sulfone and thioaldehyde-ylide adducts.

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.

Copper-mediated transformation of organosilanes to nitriles with DMF and ammonium iodide

Cyanation of aryl-, diaryldimethyl-, and styrylsilanes was developed for the first time under copper-mediated oxidative conditions using ammonium iodide and DMF as the combined source of nitrogen and carbon atom of the introduced cyano unit, respectively. The reaction was observed to proceed in a two-step process: initial conversion of organosilanes to their iodo intermediates and then cyanation. This method has a broad substrate scope with high functional group tolerance.