62056-39-7

Upstream product

• 1147357-03-6 3-(4-fluorophenyl)-1-phenylprop-2-en-1-ol 
• 352-13-6 4-flourophenylmagnesium bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 104-54-1 3-Phenylpropenol 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 1765-93-1 4-fluoroboronic acid 
• 103-54-8 cinnamyl acetate 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 1608-51-1 4-fluorochalcone 
• 98-86-2 acetophenone 
• 2687-12-9 cinnamyl chloride 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 25776-12-9 sodium tetrakis(4-fluorophenyl)borate 
• 85217-69-2 cinnamyl methyl carbonate 

Downstream Products

• 1352733-27-7 (E)-5-(4-fluorostyryl)-1-phenyl-1H-tetrazole 
• 1352733-09-5 (E)-1-(4-fluorophenyl)-5-styryl-1H-tetrazole 

Relevant academic research and scientific papers

Nickel-catalyzed cross-electrophile coupling of aryl chlorides with allylic alcohols

Nickel-catalyzed cross-electrophile coupling of aryl chlorides with allylic alcohols proceeds readily under mild conditions in the presence of zinc powder and MgCl2to produce allylarenes in 25-92% yields. The reaction shows high regioselectivit

In Situ Ring-Closing Strategy for Direct Synthesis of N-Heterocyclic Carbene Nickel Complexes and Their Application in Coupling of Allylic Alcohols with Aryl Boronic Acids

A in situ ring-closing strategy was developed for the synthesis of N-heterocyclic carbene nickel complexes. The process was carried out in air, and did not require solvent purification. The resulting nickel complexes were investigated as catalysts for the coupling of allylic alcohols with aryl boronic acids. A wide range of allylic substrates and aryl acids proved to be applicable to this catalytic system. Control experiments suggest that the Ni(0) may be the true active species in the coupling reactions. (Figure presented.).

Method for preparing allyl compound

The invention relates to a method for preparing an allyl compound, and the specific steps are as follows: (1) allyl acetate, a halogenated hydrocarbon, magnesium chips, an additive, a catalyst and a ligand are dissolved in a solvent and mixed, and a crude product is obtained after reaction; and (2) after the crude product obtained in the step (1) is subjected to separation and purification, the allyl compound is obtained. Compared with the prior art, the preparation method effectively avoids the use of a pre-formed organometallic reagent in a traditional synthetic method, and has the characteristics of convenient operation, easy availability of raw materials, low cost, greenness, environmental friendliness and high yield.

Direct Reduction of Allylic Alcohols Using Isopropanol as Reductant

The lithium cation-catalyzed direct reduction of allylic alcohols to alkenes using isopropanol as a hydride donor was developed. The hydride transfer of the in situ-generated lithium isopropoxide to an allylic cation is the key process in this transformation. The reaction generates only water and acetone as byproducts, which highlights the synthetic utility of this method. (Figure presented.).

Picolinamide modified β-cyclodextrin/Pd (II) complex: Asupramolecular catalyst for Suzuki-Miyaura coupling of aryl, benzyl and allyl halides with arylboronic acids in water

Novel supramolecular catalysts for Suzuki-Miyaura coupling were prepared and characterized by NMR, FT-IR, TEM, XRD, TGA, and XPS. The resulting picolinamide-modified β-cyclodextrin/Pd(II) complex (Pd(II)@PCA-β-CD) showed very efficient catalytic activity for Suzuki-Miyaura coupling of aryl, benzyl, and allyl halides with arylboronic acids in an environmentally benign aqueous solution. Various organic halides including chlorides can produce good to excellent yields with phenyl-boronic acid and a catalytic amount of Pd(II)@PCA-β-CD. This hydro-soluble catalyst was capable of being reused for at least eight runs with only a slight loss of catalytic activity. A putative mechanism of the Pd(II)/Pd(IV) catalytic cycle was also explored and calculated by ab initio QM/MM methods.

Dual nickel and Lewis acid catalysis for cross-electrophile coupling: The allylation of aryl halides with allylic alcohols

Controlling the selectivity in cross-electrophile coupling reactions is a significant challenge, particularly when one electrophile is much more reactive. We report a general and practical strategy to address this problem in the reaction between reactive and unreactive electrophiles by a combination of nickel and Lewis acid catalysis. This strategy is used for the coupling of aryl halides with allylic alcohols to form linear allylarenes selectively. The reaction tolerates a wide range of functional groups (e.g. silanes, boronates, anilines, esters, alcohols, and various heterocycles) and works with various allylic alcohols. Complementary to most current routes for the C3 allylation of an unprotected indole, this method provides access to C2 and C4-C7 allylated indoles. Preliminary mechanistic experiments reveal that the reaction might start with an aryl nickel intermediate, which then reacts with Lewis acid activated allylic alcohols in the presence of Mn.

Copper-Catalysed Allylic Substitution Using 2,8,14,20-Tetrapentylresorcinarenyl-Substituted Imidazolium Salts

Unsymmetrical imidazolium salts, each having one nitrogen atom (N1) substituted by a cavity-shaped TPR group (TPR = 2,8,14,20-tetrapentylresorcinaren-5-yl), were tested in situ as proligands for the copper-catalysed allylic arylation of cinnamyl bromide w

Catalytic membrane-installed microchannel reactors for one-second allylic arylation

A variety of catalytic membranes of palladium-complexes with linear polymer ligands were prepared inside a microchannel reactor via coordinative and ionic molecular convolution to provide catalytic membrane-installed microdevices, which were applied to th

FeCl3 · 6H2O catalyzed disproportionation of allylic alcohols and selective allylic reduction of allylic alcohols and their derivatives with benzyl alcohol

Iron chloride has been found to be an efficient catalyst for the disproportionation of allylic alcohols, which provides a convenient method for selective transformation of allylic alcohols to alkenes and α,β- unsaturated ketones. Furthermore, this catalytic system is also effective for highly selective allylic reduction of allylic alcohols, allylic ethers, and allylic acetates with benzyl alcohol under neutral and convenient reaction conditions.

Enantioselective iridium-catalyzed allylic arylation

We describe herein the development of the first iridium-catalyzed allylic substitution using arylzinc nucleophiles. High enantioselectivities were obtained from the reactions, which used commercially available Grignard reagents as the starting materials. This methodology was also shown to be compatible with halogen/metal exchange reactions. Its synthetic potential is demonstrated by its application towards the formal synthesis of (+)-sertraline.