78649-25-9

Upstream product

• 352-34-1 4-fluoro-1-iodobenzene 
• 71-36-3 butan-1-ol 
• 850623-61-9 potassium (4-butoxyphenyl)trifluoroborate 
• 1426548-77-7 3,3-diethyl-1-(4-butoxyphenyl)triazene 
• 4344-55-2 para-butoxyaniline 
• 1126-79-0 n-butyl phenyl ether 

Downstream Products

• 19415-56-6 5-Fluor-2-butoxy-benzaldehyd 
• 19415-43-1 5-Fluor-2-butoxy-α-chlortoluol 

Relevant academic research and scientific papers

Silver-mediated fluorination of potassium aryltrifluoroborates with Selectfluor Dedicated to Professor Andrea Vasella on the occasion of his 71st birthday

A simple and practical procedure for the silver-mediated fluorination of aryl- and heteroaryltrifluoroborates with electrophilic fluorine from Selectfluor and LiOH·H2O is presented. The reaction procedure is simple and easy to set up, the process produces fluorinated arenes and heteroarenes in good to excellent yields and a wide range of electronically and structurally diverse substrates are tolerated.

Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction

A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcohols and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature. Additionally, a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields.

Alkene Hydrogenations by Soluble Iron Nanocluster Catalysts

The replacement of noble metal technologies and the realization of new reactivities with earth-abundant metals is at the heart of sustainable synthesis. Alkene hydrogenations have so far been most effectively performed by noble metal catalysts. This study reports an iron-catalyzed hydrogenation protocol for tri- and tetra-substituted alkenes of unprecedented activity and scope under mild conditions (1–4 bar H2, 20 °C). Instructive snapshots at the interface of homogeneous and heterogeneous iron catalysis were recorded by the isolation of novel Fe nanocluster architectures that act as catalyst reservoirs and soluble seeds of particle growth.

MCM-41-immobilized 1,10-phenanthroline-copper(i) complex: A highly efficient and recyclable catalyst for the coupling of aryl iodides with aliphatic alcohols

A heterogeneous C-O coupling reaction between aryl iodides and aliphatic alcohols was achieved in neat alcohol or toluene at 110 °C in the presence of 10 mol% of the MCM-41-immobilized 1,10-phenanthroline-copper(i) complex [MCM-41-1,10-phen-CuI] with Cs2CO3 as a base, yielding a variety of aryl alkyl ethers in good to excellent yields. The new heterogeneous copper catalyst can easily be prepared by a simple procedure from commercially available and inexpensive reagents, and recovered by filtration of the reaction solution and recycled at least 8 times without significant loss of activity.

Synthesis of aryl fluorides from potassium aryltrifluoroborates and selectfluor mediated by iron(III) chloride

The synthesis of fluorinated arenes by the iron-mediated fluorination of potassium aryltrifluoroborates with Selectfluor and potassium fluoride is described. The fluorination reaction uses commercially available reagents and without requiring the addition

Aromatic fluoro-de-triazenation with boron trifluoride diethyl etherate under non-protic acid conditions

Fluoro-de-triazenation of 3,3-diethyl-1-aryltriazenes can be achieved by conventional or under microwave heating in carbon tetrachloride, in the presence of boron trifluoride diethyl etherate without any protic acid to avoid corresponding unwanted byproduct formation.

Caesium Fluoroxysulphate as a Mild Fluorinating Agent for the Fluorination of Alkoxy-substituted Benzene and Naphthalene Derivatives

Room-temperature fluorination of alkoxy-substituted benzene derivatives with caesium fluoroxysulphate in the presence of boron trifluoride as catalyst resulted in the formation of ortho- and para-fluoro-substituted products, the ratio being dependent on the size of the alkoxy-group, while reactions with 2-alkoxynaphthalene derivatives resulted in the formation of 1,1-difluoro-2-oxo-1,2-dihydronaphthalene as well as 1-fluoro-substituted products.