73644-87-8

Upstream product

• 182887-95-2 5-Bromo-pentanoic acid (4-methoxy-phenyl)-amide 
• 100-17-4 para-methoxynitrobenzene 
• 109-52-4 valeric acid 
• 104-94-9 4-methoxy-aniline 
• 638-29-9 n-valeryl chloride 
• 2082-59-9 pentanoic anhydride 
• 4509-90-4 5-bromovaleroyl chloride 

Downstream Products

• 882-42-8 N-(4-methoxy-phenyl)-N-pentyl-amine 
• 35228-40-1 N-(4-methoxyphenyl)pentanethioamide 

Relevant academic research and scientific papers

Lewis Base-Boryl Radicals Enabled the Desulfurizative Reduction and Annulation of Thioamides

A new protocol for radical transformations of thioamides promoted by Lewis base-boryl radicals is reported. The desulfurizative reduction to access organic amines was enabled utilizing 4-dimethylaminopyridine-BH3 as the boryl radical precursor and PhSH as the polarity reversal catalyst. Alternatively, the chain process for unsaturated thioamides was switched to an annulation reaction using N-heterocyclic carbene-BH3 as the boryl radical precursor and sterically bulky Ph3CSH as the catalyst, allowing for the construction of N-heterocyclic and carbocyclic skeletons.

Hypervalent Iodine-Mediated Oxidative Rearrangement of N-H Ketimines: An Umpolung Approach to Amides

An umpolung approach to amides via hypervalent iodine-mediated oxidative rearrangement of N-H ketimines under mild reaction conditions is described. This strategy provides target amides with excellent selectivity in good yields. In addition, preliminary m

N-Acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides: Highly selective and efficient reagents for acylation of amines in water

A variety of N-acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides (1a-e) were synthesized in one pot from 4-chloroaniline under solvent-free conditions and have been developed as chemoselective N-acylation reagents. Selective protection of primary amines in the presence of secondary amines, acylation of aliphatic amines in the presence of aryl amines, and monofunctionalization of primary-secondary diamines as well as selective N-acylation of amino alcohols using these reagents are described. All of the acylation reactions were carried out in water as a green solvent. High stability and easy preparation of these acylating reagents are other advantages of this method.

Direct hydrogenation of nitroaromatics and one-pot amidation with carboxylic acids over platinum nanowires

A novel ultrathin platinum nanowire with uniform length and a diameter of 1.5 nm was synthesized by acidic etching of FePt nanowire in methanol. This nanowire was characterized by high-resolution transmission electron microscopy (HRTEM). X-ray diffraction (XRD) data indicated that the main plane is (111). The ability of this nanowire to catalyze the heterogeneous hydrogenation of nitroaromatics to give the corresponding amines has been investigated. The catalyst showed satisfactory activity in various solvents under mild conditions and showed excellent stability. The catalytic performance was also evaluated in the one-pot reduction of nitroaromatics and amidation with carboxylic acids under a hydrogen atmosphere at 100°C. These methods for the hydrogenation of nitroaromatics and the direct amidation of nitroaromatics with carboxylic acids are simple, economical, and environmentally benign, and have practical advantages for the synthesis of amines and amides without the production of toxic byproducts.

Development of new linkers for the formation of aliphatic C-H bonds on polymeric supports

Two polymeric linkers, 8 and 11, were prepared in high yields. Attachment of an alkyl group to these linkers was facile, and their cleavage from the MeO-PEG polymer support was accomplished by desulfurization using Raney nickel to yield the new carbon-hydrogen bond product 6. The protocol reported herein allows efficient preparation of new polymeric linkers as well as their possible application to combinatorial libraries.