6125-63-9

Usage

Uses

Used in Perfume Industry:
(E)-3-(2-furyl)acrylonitrile is used as a fragrance ingredient for its strong, sweet, and nutty odor, contributing to the creation of various perfumes and scented products.
Used in Pharmaceutical Industry:
(E)-3-(2-furyl)acrylonitrile is used as a building block in the synthesis of pharmaceutical compounds, playing a crucial role in the development of new drugs and medications.
Used in Organic Chemicals Production:
(E)-3-(2-furyl)acrylonitrile is used as a raw material in the production of various organic chemicals, contributing to the synthesis of a wide range of chemical products.
Used in Organic Synthesis Reactions:
(E)-3-(2-furyl)acrylonitrile is used as a precursor in organic synthesis reactions, particularly in the formation of heterocyclic compounds, which are important in the development of new chemical entities and materials.
Safety Precautions:
Due to its hazardous nature, (E)-3-(2-furyl)acrylonitrile requires careful handling and storage to minimize exposure and potential health risks. It is essential to follow safety regulations and guidelines to ensure the well-being of individuals working with (E)-3-(2-furyl)acrylonitrile.

Upstream product

• 25525-85-3 (2E)-3-(2-furyl)prop-2-enamide 
• 98-01-1 furfural 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 
• 107-14-2 chloroacetonitrile 
• 2181-42-2 trimethylsulphonium iodide 
• 75-05-8 acetonitrile 
• 590-17-0 cyanomethyl bromide 
• 527-69-5 2-furancarbonyl chloride 
• 107-13-1 acrylonitrile 
• 39511-08-5 (E)-3-(2-furanyl)-2-propenal 
• 122-52-1 triethyl phosphite 
• 793706-87-3 (1,1-dimethylethoxy)diphenylsilylacetonitrile 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 98-00-0 (2-furyl)methyl alcohol 

Downstream Products

• 539-47-9 3-(fur-2-yl)crotonic acid 
• 604800-01-3 1-[2-(2-furanyl)vinyl]cyclopropylamine 
• 135547-97-6 3-(3-Benzoyl-2-methyl-isothioureido)-4-furan-2-ylmethyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 135547-96-5 3-(3-Benzoyl-thioureido)-4-furan-2-ylmethyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 18873-35-3 (Z)-β-(5-Nitro-fur-2-yl)-acrylonitril 
• 18873-36-4 (E)-β-(5-Nitro-fur-2-yl)-acrylonitril 
• 21446-61-7 3-(furan-2-yl)propanenitrile 

Relevant academic research and scientific papers

Preparation method of nitrile compound

The present invention belongs to the field of organic synthesis technology, specifically relates to a method for preparing a nitrile compound, aldehyde oxime derivatives as raw materials, adding DPPA and DBU, reacting in an organic solvent, one step to pr

Nickel-Catalyzed Transformation of Alkene-Tethered Oxime Ethers to Nitriles by a Traceless Directing Group Strategy

Nickel-catalyzed transformation of alkene-tethered oxime ethers to nitriles using a traceless directing group strategy has been developed. A series of alkene-tethered oxime ethers derived from benzaldehyde and cinnamyl aldehyde derivatives were converted into the corresponding benzonitriles and cinnamonitriles in 46-98% yields using the nickel catalyst system. Control experiments showed that the alkene group tethered to an oxygen atom on the oximes via one methylene unit plays a key role as a traceless directing group during the catalysis.

Development and Utilization of a Palladium-Catalyzed Dehydration of Primary Amides to Form Nitriles

A palladium(II) catalyst, in the presence of Selectfluor, enables the efficient and chemoselective transformation of primary amides into nitriles. The amides can be attached to aromatic rings, heteroaromatic rings, or aliphatic side chains, and the reactions tolerate steric bulk and electronic modification. Dehydration of a peptaibol containing three glutamine groups afforded structure-activity relationships for each glutamine residue. Thus, this dehydration can act similarly to an alanine scan for glutamines via synthetic mutation.

One-Pot Synthesis of α,β-Unsaturated Esters, Ketones, and Nitriles from Alcohols and Phosphonium Salts

A general method for the synthesis of α,β-unsaturated esters, ketones, and nitriles is successfully achieved by a one-pot copper-catalyzed oxidation with O 2 in air as oxidant. The solvent mixture of acetonitrile and formamide (1:1) is optimized to ensure the oxidation of alcohols, deprotonation of phosphonium salt, and Wittig reaction occur efficiently in one pot. A broad range of substrates has been explored for this process, including three electron-withdrawing group (CO 2 Et, COPh, CN) functionalized phosphonium salts. They reacted not only with benzylic and heteroaromatic alcohols, but also with aliphatic alcohols, forming the corresponding α,β-unsaturated esters, ketones, and nitriles in moderate to excellent yields.

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.

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.

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.

A Catalytic Peterson-like Synthesis of Alkenyl Nitriles

A heterogeneous fluoride catalyst was found to enable the straightforward formation of alkenyl nitriles from the reaction of aldehydes and simple or substituted acetonitriles, in the presence of commercially available silazanes and in solvent-free conditions. The protocol afforded the products in good to excellent yields with selectivity values dependent on the nature of the substrates. It represents an alternative to classic approaches using stoichiometric strong bases, and the catalyst can be easily recovered and reused for consecutive cycles.

Dual [Fe+Phosphine] catalysis: Application in catalytic wittig olefination

Iron hydride complexes of the general formula P2Fe(NO)CO)H are highly active catalysts for the hydrosilylation of aldehydes or ketones and phosphine oxides. Depending on the solvent, the in situ reduction of the phosphine oxide can be faster than the corresponding hydrosilylation of a carbonyl group. This unusual activity was used within the context of catalytic Wittig olefination. Picture perfect: Iron hydride complexes of the general formula P2Fe(NO)CO)H are highly active catalysts for the hydrosilylation of aldehydes or ketones and phosphine oxides. Depending on the solvent, the in situ reduction of the phosphine oxide can be faster than the corresponding hydrosilylation of a carbonyl group. This unusual activity is used within the context of catalytic Wittig olefination. EWG=Electron-withdrawing group.