27466-85-9

Upstream product

• 14271-86-4 1-naphthoyl cyanide 
• 100-46-9 benzylamine 
• 201230-82-2 carbon monoxide 
• 90-11-9 1-Bromonaphthalene 
• 36530-40-2 benzylaminepentacarbonyltungsten 
• 29139-30-8 benzylaminepentacarbonylmolybdenum 
• 90-14-2 1-Iodonaphthalene 
• 13939-06-5 molybdenum hexacarbonyl 
• 66-77-3 1-naphthaldehyde 
• 622-79-7 benzyl azide 
• 4780-79-4 1-naphthalene methanol 
• 134676-06-5 2,5-dioxopyrrolidin-1-yl 1-naphthoate 
• 35424-74-9 1-naphthalenecarbonyl fluoride 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 

Downstream Products

• 176690-69-0 N-benzyl-N-cinnamoyl-1-naphthamide 
• 176690-71-4 N-benzyl-N-<3-(4-chloro)phenylacryloyl>-1-naphthamide 
• 2243-81-4 1-naphthylcarboxamide 
• 100-52-7 benzaldehyde 
• 73388-48-4 N-benzyl-8-hydroxy-1-naphthamide 
• 1609460-32-3 N-benzyl-N′-phenyl-1-naphthimidamide 
• 271579-28-3 1-benzyl-2-(naphthalen-1-yl)-1H-benzo[d]imidazole 
• 351900-15-7 N-Boc-N-benzyl-1-naphthylamide 
• 176690-70-3 N-benzyl-N-<3-(p-tolyl)acryloyl>-1-naphthamide 
• 42116-44-9 N-tert-butoxycarbonylbenzylamine 
• 4780-79-4 1-naphthalene methanol 

Relevant academic research and scientific papers

A high-efficient method for the amidation of carboxylic acids promoted by triphenylphosphine oxide and oxalyl chloride

A effective amidation reaction of carboxylic acids with various amines promoted by triphenylphosphine oxide and oxalyl chloride under mild and neutral conditions has been developed. The feature of this procedure was the using and recycling of triphenylphosphine oxide at room temperature in 0.5?h. Furthermore a plausible mechanism also be deduced with the help of 31P NMR spectroscopy.

Palladium-Catalyzed C8-Oxygenation of Naphthalene Derivatives: Direct Access to Naphtholactone Skeleton

Herein, a direct C8-oxygenation of naphthalene derivatives is described. Different carbonyl groups were used as directing group to deliver corresponding naphthols via a palladium-catalyzed oxidation reaction using PhI(OAc)2 in a TFA/TFAA mixture. Interestingly, when Weinreb amide was employed as the directing group, the naphtholactone skeleton was directly obtained. This methodology was applied to the synthesis of variously substituted naphtholactones. (Figure presented.).

Practical one-pot amidation of N -Alloc-, N -Boc-, and N -Cbz protected amines under mild conditions

A facile one-pot synthesis of amides from N-Alloc-, N-Boc-, and N-Cbz-protected amines has been described. The reactions involve the use of isocyanate intermediates, which are generated in situ in the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, to react with Grignard reagents to produce the corresponding amides. Using this reaction protocol, a variety of N-Alloc-, N-Boc-, and N-Cbz-protected aliphatic amines and aryl amines were efficiently converted to amides with high yields. This method is highly effective for the synthesis of amides and offers a promising approach for facile amidation.

Efficient cleavage of tertiary amide bonds: Via radical-polar crossover using a copper(ii) bromide/Selectfluor hybrid system

A novel approach for the efficient cleavage of the amide bonds in tertiary amides is reported. Based on the selective radical abstraction of a benzylic hydrogen atom by a CuBr2/Selectfluor hybrid system followed by a selective cleavage of an N-C bond, an acyl fluoride intermediate is formed. This intermediate may then be derivatized in a one-pot fashion. The reaction proceeds under mild conditions and exhibits a broad substrate scope with respect to the tertiary amide moiety as well as to nitrogen, oxygen, and carbon nucleophiles for the subsequent derivatization. Mechanistic studies suggest that the present reaction proceeds via a radical-polar crossover process that involves benzylic carbon radicals generated by the selective radical abstraction of a benzylic hydrogen atom by the CuBr2/Selectfluor hybrid system. Furthermore, a synthetic application of this method for the selective cleavage of peptides is described. This journal is

A solid-supported arylboronic acid catalyst for direct amidation

An efficient heterogeneous amidation catalyst has been prepared by co-polymerisation of styrene, DVB with 4-styreneboronic acid, which shows wide substrate applicability and higher reactivity than the equivalent homogeneous phenylboronic acid, suggesting potential cooperative catalytic effects. The catalyst can be easily recovered and reused; suitable for use in packed bed flow reactors.

Nickel-Catalyzed Phosphine Free Direct N-Alkylation of Amides with Alcohols

Herein, we developed an operational simple, practical, and selective Ni-catalyzed synthesis of secondary amides. Application of renewable alcohols, earth-abundant and nonprecious nickel catalyst facilitates the transformations, releasing water as byproduct. The catalytic system is tolerant to a variety of functional groups including nitrile, allylic ether, and alkene and could be extended to the synthesis of bis-amide, antiemetic drug Tigan, and dopamine D2 receptor antagonist Itopride. Preliminary mechanistic studies revealed the participation of a benzylic C-H bond in the rate-determining step.

Method for preparing amide

The invention provides a method for preparing amide. The method includes weighing triphenyl phosphine oxide, oxalyl chloride, organic acid and organic amine according to a molar ratio of 1-5:1-5:1:0.3-4; adding the triphenyl phosphine oxide, the oxalyl chloride, the organic acid and the organic amine into a reaction vessel, stirring the triphenyl phosphine oxide, the oxalyl chloride, the organic acid and the organic amine in N2 environments and carrying out reaction on the organic acid and the organic amine in the presence of organic solvents at the reaction temperature of 10-40 DEG C for the reaction time of 0.5-5 hours to generate the corresponding amide. The method has the advantages that the triphenyl phosphine oxide is used as a novel carboxylic acid activating agent to promote synthesis of the amide, the method is low in reaction temperature and short in reaction time, and the triphenyl phosphine oxide which is the carboxylic acid activating agent is inexpensive, is easily available and can be recycled; only reaction byproducts CO and CO2 can be generated, and accordingly the method is high in atom utilization rate.

A novel nickel-catalyzed synthesis of thioesters, esters and amides from aryl iodides in the presence of chromium hexacarbonyl

This study describes our findings on a novel and cheap NiCl2 catalytic system under ligand-free conditions for the efficient thiocarbonylation, alkoxycarbonylation and amidocarbonylation reactions of aryl iodides in the presence of Cr(CO)6 as the solid source of carbon monoxide under air. A variety of aryl iodides tolerated the reaction conditions and structurally different thiols, alcohols and amines were used efficiently. The corresponding thioesters, esters and amides were obtained in good to excellent yield at atmospheric pressure under mild reaction conditions.

Catalyst and method for producing the same

PROBLEM TO BE SOLVED: To provide a method for producing an amide compound from a primary alcohol and at least one selected from a primary amine, a secondary amine and derivatives of those under relatively mild conditions with high selectivity and a high conversion ratio.SOLUTION: A method for producing an amide compound comprises a step of obtaining the amide compound from a primary alcohol and at least one selected from a primary amine, a secondary amine and derivatives of those, in the presence of a catalyst comprising a carrier formed by crosslinking a crosslinkable functional group of a styrene-based polymer having a side chain containing the crosslinkable functional group, and a nanosize cluster and carbon black supported on the carrier, wherein the nanosize cluster is at least one selected from a nanosize gold cluster and a nanosize cluster of gold and at least one group 8 metal selected from iron, cobalt and nickel.

An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh3

A rapid, facile, and efficient mechanochemical synthesis of amides from carboxylic acids has been developed through an in situ acid activation with 2,4,6-trichloro-1,3,5-triazine and a catalytic amount of PPh3. Under room temperature solvent-drop grinding of the reactants in the presence of an inorganic base, a variety of carboxylic acids including aromatic acids, aliphatic acids, and N-protected α-amino acids undergo amidation to afford amides in moderate to excellent yields. The method is also compatible with Fmoc, Cbz, and Boc protecting groups which yields protected optically active dipeptides without detectable racemization.