81981-14-8

Upstream product

• 81981-13-7 Acetic acid (E)-1-cyano-3-p-tolyl-allyl ester 
• 5720-05-8 4-methylphenylboronic acid 
• 109-75-1 but-3-enenitrile 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 590-17-0 cyanomethyl bromide 

Downstream Products

• 57196-75-5 2,5-bis(p-tolyl)furan 

Relevant academic research and scientific papers

Cu-catalyzed cyanomethylation of imines and α,β-alkenes with acetonitrile and its derivatives

We describe copper-catalyzed cyanomethylation of imines and α,β-alkenes with a methylnitrile source and provide an efficient route to synthesize arylacrylonitriles and β,γ-unsaturated nitriles. This method tolerates aliphatic and aromatic alkenes substituted with a variety of functional groups such as F, Cl, Br, Me, OMe,tert-Bu, NO2, NH2and CO2H with good to excellent yields (69-98%). These systems consist of inexpensive, simple copper catalyst and acetonitrile with its derivatives (α-bromo/α-iodo-acetonitrile) and are highly applicable in the industrial production of acrylonitriles.

Copper-Catalyzed Radical Cross-Coupling of Oxime Esters and Sulfinates for Synthesis of Cyanoalkylated Sulfones

Sulfones and alkylnitriles play a significant role in both organic and medicinal chemistry, as versatile synthetic building blocks and privileged pharmacophores in many natural products and bioactive compounds. Herein, a room-temperature, copper-catalyzed radical cross-coupling of redox-active cycloketone oxime esters and sulfinate salts is described for the first time. Key to the success of this process involves catalytic generation of a cyclic iminyl radical and ensuing ring-opening C?C bond cleavage. The resultant cyanoalkyl radical is then engaged in cross-coupling with nucleophilic sulfinate to form cyanoalkylated sulfones.

Synthetic method for diaryl furan compound

The invention relates to a synthetic method for a diaryl furan compound with a formula (6) which is described in the specification. The synthetic method has a reaction route as shown in the specification. The synthetic method comprises the following steps: S1: allowing a compound with a formula (1) and a compound with a formula (2) to react in an organic solvent in the presence of a palladium catalyst, an organic ligand, an oxidant and an acidic compound, and after completion of the reaction, carrying out post-treatment so as to obtain a compound with a formula (3); S2, allowing the compound with the formula (3) to generate a self-cyclization reaction in an organic solvent in the presence of a catalyst, and after completion of the reaction, carrying out post-treatment so as to obtain a compound with a formula (4); and S3, allowing the compound with the formula (4) and a compound with a formula (5) to react in a solvent in the presence of a palladium catalyst, an organic ligand and an acidic compound at the atmosphere of oxygen, and after completion of the reaction, carrying out post-treatment so as to obtain a compound with a formula (6). The method provided by the invention realizes creative optimization in a plurality of technical characteristics through all steps, provides a novel synthetic method and a synthetic route for preparation of the compound, and has good industrialprospects and potential application values.

Epoxy-containing skeleton nitrile compound and synthesis method thereof

The invention relates to an epoxy-containing skeleton nitrile compound as shown in the following formula (4) and a synthesis method thereof. The synthesis method adopts the following reaction route: FORMULA, and comprises the following steps: S1: reacting a compound of a formula (1) with a compound of formula (2) in an organic solvent in the presence of a palladium catalyst, an organic ligand, anoxidizing agent and an acidic compound, performing post-treatment after finishing reaction to obtain a compound of formula (3); and S2: performing self-cyclization reaction on the compound of formula(3) in the organic solvent in the presence of the oxidizing agent, performing post-treatment after finishing reaction to obtain a compound of formula (4). The method creatively optimizes multiple technical features in each step so as to provide a novel synthesis method and synthesis route for preparation of such compounds and have excellent industrial prospects and potential application values.

A synthetic method of furan derivatives

The invention relates to a synthetic method of furan derivatives shown as a formula (6) as follows. The synthetic route of the method is shown in the specification. The method includes S1) allowing acompound shown as a formula (3) in an organic solvent to self-cyclize with the existence of an oxidant, and performing after-treatment when the reaction is finished to obtain a compound of a formula (4); and S2) reacting the compound of the formula (4) and a compound of a formula (5) in an oxygen atmosphere with the existence of a palladium catalyst, an organic ligand and an acidic compound in a solvent, and performing after-treatment after the reaction is finished to obtain a compound of the formula (6). A plurality of technical characteristics of each step are innovatively optimized in the method, and the brand-new synthetic method and synthetic route for preparing the compounds of this type are provided. The method has a good industrial prospect and good application value.

ORGANO TIN NUCLEOPHILES III. PALLADIUM CATALYZED REDUCTIVE CLEAVAGE OF ALLYLIC HETEROSUBSTITUENTS WITH TIN HYDRIDE

Tributyl tin hydride, serving as an efficient hydride transfer agent, allows highly chemoselective palladium catalyzed reductions of allylic heterosubstituents even in presence of aldehydes, benzyl acetate and benzyl chloride.