3913-55-1

Upstream product

• 709-24-0 1-(4-fluorophenyl)-1-pentanone 
• 109-72-8 n-butyllithium 
• 459-57-4 4-fluorobenzaldehyde 
• 42930-39-2 n-butylzinc chloride 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 693-04-9 butyl magnesium bromide 
• 20671-52-7 lithium pyrrolide 
• 109-65-9 1-bromo-butane 
• 18987-26-3 trimethyltelluronium iodide 

Downstream Products

• 709-24-0 1-(4-fluorophenyl)-1-pentanone 
• 583-03-9 1-Phenyl-1-pentanol 
• 127035-95-4 4-[(E)-2-(4-Fluoro-phenyl)-hex-1-enyl]-2,6-dimethyl-phenol 

Relevant academic research and scientific papers

Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation

The rhodium-catalyzed deoxygenation and borylation of ketones with B2pin2 have been developed, leading to efficient formation of alkenes, vinylboronates, and vinyldiboronates. These reactions feature mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes via boron enolate intermediates, and the subsequent Rh-catalyzed dehydrogenative borylation of alkenes leads to the formation of vinylboronates and diboration products, which is also supported by density functional theory calculations.

Direct transformation of aryl 2-pyridyl esters to secondary benzylic alcohols by nickel relay catalysis

A direct transformation of aryl esters to secondary benzylic alcohols via tandem Ni-catalyzed cross-coupling reactions of aromatic 2-pyridyl esters with alkyl zinc reagents and carbonyl group reduction by Ni-H species is achieved. Preliminary mechanistic studies reveal that the Ni-H species is generated in situ via β-hydride elimination of the Negishi reagents. The reaction is catalyzed by bench-stable nickel salts under mild conditions with wide functional group tolerance.

(5,6-Dihydro-1,4-dithiin-2-yl)methanol as a Versatile Allyl-Cation Equivalent in (3+2) Cycloaddition Reactions

The title heterocyclic alcohol readily generates a sulfur-substituted allylic cation upon simple treatment with a protic acid, thus facilitating a synthetically useful stepwise (3+2) cycloaddition reaction pathway with a range of conjugated-olefin-type substrates. The introduction of an allyl fragment in this way provided rapid access to a variety of cyclopentanoid scaffolds. The cyclic nature of the cation precursor alcohol was shown to be instrumental for efficient cycloaddition reactions to take place, thus indicating an attractive strategy for controlling the reactivity of heteroatom-substituted allyl cations. The formal cycloaddition reaction is highly regio- and stereoselective and was also used for a short total synthesis of the natural product cuparene in racemic form through a cycloaddition–hydrodesulfurization sequence.

A novel one-pot synthesis of secondary alcohols from esters

Alkylation or vinylation by using organometallic reagents after partial reduction of carboxylic esters with LDBBA gave secondary alcohols, also involving allyl alcohols, without any isolation of intermediates in good yield (54-78%).

A novel one-pot synthesis of 2-benzoylpyrroles from benzaldehydes

We herein report a novel one-pot reaction for benzoylation of pyrrole. The key step in the reaction is generation of di(1H-pyrrol-1-yl)zirconium(IV) chloride complex which reacts with benzaldehydes and methyl benzoates to give 2-benzoylpyrroles as the major product.

Efficient chemoselective addition of grignard reagents to carbonyl compounds in 2-methyltetrahydrofuran

Compared with tetrahydrofuran (THF) as a solvent for the addition reactions between Grignard reagents and carbonyl compounds 2-methyltetrahydrofuran affords the corresponding adducts in higher yields with higher chemoselectivities. Moreover, 2-methyltetrahydrofuran can be readily recycled and reused, which lowers the cost of the process and makes the reaction greener.

Formation of Secondary Alcohols from the Reaction of Trimethyl- and Methyldiphenyl-telluronium Salts with Aldehydes by Use of Organolithium Reagents

The telluronium salts (1) and (2), precursors of the non-stabilized telluronium ylide, on treatment with organolithium reagents, reacted with aldehydes to afford secondary alcohols via tetraorganyl tellurium intermediates.

Effect of structure on potency and selectivity in 2,6-disubstituted 4-(2-arylethenyl)phenol lipoxygenase inhibitors

A series of 2,6-disubstituted 4-(2-arylethenyl)phenols with potent human neutrophil 5-lipoxygenase (5-LO) inhibiting activity (IC50s in the 10-7 M range) and weaker human platelet cyclooxygenase (CO) inhibiting activity (IC50/s