3400-41-7

Usage

Uses

Used in Medicinal Chemistry Research:
CyclopentanecarboxaMide, N-phenylis employed as a research compound in medicinal chemistry, where it aids in the development of new drugs. Its unique structure and properties make it a valuable component in the creation of pharmaceuticals with novel therapeutic effects.
Used as an Intermediate in Organic Synthesis:
In the field of organic chemistry, CyclopentanecarboxaMide, N-phenylis used as an intermediate in the synthesis of other organic compounds. Its cyclopentane ring and phenyl group provide a foundation for the construction of more complex molecules with various applications in different industries.

Upstream product

• 17933-34-5 3-phenyl-3,4,5,6,7,7a-hexahydro-benzo[1,2,3]triazol-3a-ol 
• 128535-00-2 3-Cyclopentencarbonsaeureanilid 
• 1193-63-1 Cyclohexanone-2-carbaldehyde 
• 3400-45-1 cyclopentanecarboxylic acid 
• 701-73-5 methyl N-phenyldithiocarbamate 
• 83568-09-6 cyclopentyl phenyl ketoxime 
• 5422-88-8 phenyl cyclopentyl ketone 
• 137-43-9 Cyclopentyl bromide 
• 103-71-9 phenyl isocyanate 
• 872-53-7 cyclopentanealdehyde 
• 622-37-7 Phenyl azide 
• 62-53-3 aniline 
• 103670-61-7 (dibromomethylene)cyclopentane 
• 5802-65-3 cyclopentane-1,1-dicarboxylic acid 

Relevant academic research and scientific papers

Beckmann rearrangement of ketoxime catalyzed by N-methyl-imidazolium hydrosulfate

Beckmann rearrangement of ketoxime catalyzed by acidic ionic liquid-N-methyl-imidazolium hydrosulfate was studied. Rearrangement of benzophenone oxime gave the desirable product with 45% yield at 90 ?C. When co-catalyst P2O5 was added, the yield could be improved to 91%. The catalyst could be reused three cycles with the same efficiency. Finally, reactions of other ketoximes were also investigated.

Grignard Reagents on a Tab: Direct Magnesium Insertion under Flow Conditions

An on-demand preparation of organomagnesium reagents is presented using a new flow protocol. The risks associated with the activation of magnesium are circumvented by a new on-column initiation procedure. Required amounts of solutions with a precise titration were obtained. Telescoped flow or batch reactions allow access to a diverse set of functional groups.

OH-catalyzed amidation of azides and aldehydes: An efficient route to amides

A [bmIm]OH-catalyzed amidation of azides and aldehydes is reported. This reaction is easily handled and proceeds under mild conditions. The overall transformation involves azide-enolate cycloaddition, which subsequently undergoes rearrangement to give amides. Importantly, the employment of ionic liquid makes this transformation green and practical.

Base-catalyzed synthesis of aryl amides from aryl azides and aldehydes

Aryl amides have been used as important compounds in pharmaceuticals, materials and in molecular catalysis. The methods reported to prepare aryl amides generally require very specific reagents, and the most popular carboxyl-amine coupling reactions demand stoichiometric activators. Herein, we report that aryl azides react with aldehydes under base-catalyzed conditions to yield aryl amides efficiently. Mechanistic investigations support the formation of triazoline intermediates via azide-enolate cycloaddition, which subsequently undergo rearrangement to give amides by either thermal decomposition (20-140 °C) or aqueous acid work-up at room temperature. The strategy does not require nucleophilic anilines and is especially efficient for highly electron-deficient aryl amides, including perfluoroaryl amides, which are otherwise challenging to synthesize.

Mild and Efficient Cobalt-Catalyzed Cross-Coupling of Aliphatic Amides and Aryl Iodides in Water

A convenient protocol for the C-N cross-coupling of aliphatic amides and iodobenzene is demonstrated using a simple and inexpensive Co(C2O4)·2H2O/N,N′-dimethylethylenediamine (DMEDA) catalytic system in water. Good yields of N-arylated products were isolated (up to 85%) and the protocol has been successfully applied to the synthesis of the anticancer drug, flutamide.

Amide formation in one pot from carboxylic acids and amines via carboxyl and sulfinyl mixed anhydrides

An efficient method has been developed for the preparation of yet unknown acyclic mixed anhydrides of carboxylic and sulfinic acids. Sterically hindered 2-methylbut-3-ene-2-sulfinyl carboxylates add primary and secondary amines preferentially onto the carbonyl moieties realizing a new method for the one-pot preparation of carboxamides. It uses 1:1 mixtures of carboxylic acids and amines without a base, requires no excess of reagents, and liberates only volatile coproducts. Protected di- and tripeptides have been prepared in solution without epimerization by application of this method.

Dithiocarbamate and DBU-promoted amide bond formation under microwave condition

Dithiocarbamate and DBU-promoted amide bond formation under microwave condition has been reported. The versatility of this synthetic protocol has been demonstrated with various carboxylic acids and different dithiocarbamates. The products thus obtained ha

Palladium-catalyzed amidation-hydrolysis reaction of gem-dihaloolefins: Efficient synthesis of homologated carboxamides from ketones

A simple and efficient palladium-catalyzed amidation-hydrolysis reaction has been developed to afford N-aryl monosubstituted carboxamides in good to excellent yields from easily accessible ketone-derived gem-dihaloolefins and aryl amines.

The first one-pot amidation of alkanes and cycloalkanes

Alkanes (or cycloalkanes) and CO in the presence of superelectrophilic systems CX4·2AlBr3 (X = Cl, Br) have been applied for the first time as equivalents of acylium salts in one-pot selective syntheses of amides from amines.

Alkanes and cycloalkanes in the one-pot synthesis of amides

Alkanes (or cycloalkanes) and CO in the presence of the superelectrophilic systems CX4·2AlBr3 (X = Cl, Br) have been used for the first time in the selective synthesis of amides from amines.