37627-41-1

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 75-05-8 acetonitrile 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 590-17-0 cyanomethyl bromide 
• 130240-31-2 p-chlorophenylazoxy p-chlorophenyl sulfone 
• 107-13-1 acrylonitrile 
• 50709-88-1 3-(4-chlorophenyl)-2-phenylsulfonyl-2-propenenitrile 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 
• 433231-64-2 C₂₀H₁₀F₁₂NO₂P 
• 637-87-6 1-Chloro-4-iodobenzene 
• 873-76-7 para-Chlorobenzyl alcohol 
• 372-09-8 cyanoacetic acid 
• 1745-18-2 1-allyl-4-chlorobenzene 
• 66482-29-9 1-(2-bromovinyl)-4-chlorobenzene 

Downstream Products

• 36175-61-8 3-(4-chloro-trans-styryl)-5-methyl-[1,2,4]oxadiazole 
• 51791-06-1 (1Z,2E)-3-(4-chlorophenyl)-N’-hydroxyprop-2-enimidamide 
• 36175-60-7 (E)-3-(4-chlorostyryl)-1,2,4-oxadiazol-5(4H)-one 
• 1392592-82-3 S-1-(4-chlorophenyl)-2-cyanoethyl thioacetate 
• 1392592-78-7 3-amino-1-(4-chlorophenyl)propane-1-sulfonic acid 
• 18166-64-8 (E)-4-chlorocinnamamide 
• 33984-97-3 trans-2,3-epoxy-3-(4-chlorophenyl)propanenitrile 
• 51791-19-6 3-[1,2-dibromo-2-(4-chloro-phenyl)-ethyl]-[1,2,4]oxadiazole-5-carboxylic acid ethyl ester 
• 36175-63-0 3-(4-chloro-trans-styryl)-[1,2,4]oxadiazole-5-carboxylic acid ethyl ester 
• 51791-23-2 (Z)-3-bromo-3-(4-chlorophenyl)prop-2-enenitrile 
• 24654-32-8 3-[1,2-dibromo-2-(4-chloro-phenyl)-ethyl]-[1,2,4]oxadiazole 
• 51791-22-1 3-[(Z)-2-bromo-2-(4-chloro-phenyl)-vinyl]-[1,2,4]oxadiazole 
• 24663-88-5 3-trans-p-chlorostyryl-1,2,4-oxadiazole 
• 24702-65-6 3-(4-chloro-cis-styryl)-[1,2,4]oxadiazole 

Relevant academic research and scientific papers

A new method for the synthesis of cinnamonitriles by catalytic olefination

Catalytic olefination of hydrazones of aromatic aldehydes with dibromoacetonitrile affords cinnamonitriles.

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.

Selective and facile synthesis of α,β-unsaturated nitriles and amides with N-hydroxyphthalimide as the nitrogen source

The direct conversion of α,β-unsaturated aldehydes to corresponding nitriles promoted by Pd(OAc)2 and phthalic acid which was hydrolyzed from N-hydroxyphthalimide (NHPI) has been disclosed. Additionally, it was found that when water was used as the solvent, α,β-unsaturated amides was obtained as the main products in good to excellent yields. It was first reported that NHPI was utilized as the nitrogen source to synthesize α,β-unsaturated nitriles and amides from aldehydes. Control experiment demonstrated that aldehydes undergo a process of oximation and dehydration to form nitriles and amides.

NEW TRPA1 ANTAGONISTS

The present invention relates to compounds of Formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by TRPA1 channel inhibition or antagonism.

Associative Covalent Relay: An Oxadiazolone Strategy for Rhodium(III)-Catalyzed Synthesis of Primary Pyridinylamines

A relay formalism is proposed herein for categorizing the interplay among reactants, target product, and catalytic center in transition-metal catalysis, an important factor that can dictate overall catalysis viability and efficiency. In this formalism, transition-metal catalysis can proceed by dissociative relay, associative covalent relay, and associative dative relay modes. An intriguing associative covalent relay process operates in rhodium(III)-catalyzed oxadiazolone-directed alkenyl C?H coupling with alkynes and allows efficient access to primary pyridinylamines. Although the primary pyridinylamine synthesis mechanism is posteriori rationalized, the relay formalism formulated herein can provide an important mechanistic conceptual framework for future catalyst design and reaction development.

Rhodium(III)-catalyzed oxadiazole-directed alkenyl C-H activation for synthetic access to 2-acylamino and 2-amino pyridines

We report herein a Rh(III)-catalyzed alkenyl C-H activation protocol for the coupling of oxadiazoles with alkynes and synthesis of 2- acylamino and 2-amino pyridines, an important heterocyclic scaffold for various naturals products and synthetic pharmaceuticals bearing a readily reacting functional group. The selective protection/deprotection of amino groups through simple solvent switching, good functional group compatibility, superior product yield, and high regioselectivity are some of the notable synthetic features witnessed in this reaction protocol.

Synthesis of olefins via a Wittig reaction mediated by triphenylarsine

An arsine-mediated Wittig reaction for the synthesis of olefins is described. After heating triphenylarsine in the presence of an activated alkyl bromide for 30?min, the resulting arsonium salt condensed with aldehydes in as little as 5?min at room temperature, yielding the olefins in high yields. Aromatic, heteroaromatic, and alkyl aldehydes were all suitable substrates for this process.

In-situ-generated palladium nanoparticles in novel ionic liquid: an efficient catalytic system for Heck–Matsuda coupling

Abstract: A green, convenient, ecological and recyclable method comprising dual functionalized, task-specific, ionic liquid (IL)-triggered, in situ-generated Pd nanoparticles (NPs) and their catalytic application for Heck–Matsuda coupling of olefins is described. Both arenediazonium tetrafluoroborate and silica sulphate salts are coupled with olefins under ligand-free and aerobic conditions at ambient temperature furnishing excellent yields of products. The Ionic liquid used acts as a reducing as well as stabilizing agent for in situ-generated Pd NPs. The formed NPs were characterized by transmission electron microscopy (TEM) analysis, having a size below 50?nm, and exhibited high catalytic activity. The catalytic system can be reused for eight times effectively without any significant loss of activity. The method was found to be highly stereo-specific, giving exclusively the ‘E’ isomer.

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.