940-43-2

Upstream product

• 5830-31-9 N,N-dimethyl-3-phenylpropanamide 
• 2757-10-0 (E)-N-methyl-3-phenyl-acrylamide 
• 81256-35-1 N-ethyl-N-methyl-3-phenylpropanamide 
• 81256-36-2 N-Isopropyl-N-methyl-3-phenyl-propionamide 
• 81256-37-3 N-Butyl-N-methyl-3-phenyl-propionamide 
• 100-42-5 styrene 
• 624-83-9 methyl isocyanate 
• 1025809-70-4 N-Methyl-3-phenyl-2-trimethylsilanyl-propionamide 
• 593-51-1 methylamine hydrochloride 
• 645-45-4 hydrocinnamic acid chloride 
• 7647-01-0 hydrogenchloride 
• 2550-26-7 4-Phenyl-2-butanone 
• 170646-96-5 N-methoxy-N-methyl-3-phenylpropionamide 
• 61751-42-6 N-benzyl-N-methyl-3-phenylpropionamide 

Downstream Products

• 120033-89-8 N-formyl-N-methyl-3-phenylpropanamide 
• 147666-44-2 (R)-N-methyl-4-hydroxy-3,4,4-triphenylbutanamide 
• 147666-42-0 (R)-N-methyl-3-phenylheptanamide 
• 147666-43-1 (R)-N-methyl-3,4-diphenylbutanamide 
• 147666-47-5 (R)-3-(Dimethyl-phenyl-silanyl)-N-methyl-3-phenyl-propionamide 
• 65559-66-2 N-methyl-3-phenyl-5-hexenamide 
• 96013-67-1 N-methyl-3-phenylbutanamide 
• 147666-41-9 (R)-N-methyl-3-phenylbutanamide 
• 598-58-3 methyl nitrate 
• 90417-95-1 3-(2,4-dinitrophenyl)propionic acid 

Relevant academic research and scientific papers

Lithium Enolates Derived from Weinreb Amides: Insights into Five-Membered Chelate Rings

Enolization of O-methyl hydroxamic acids (Weinreb amides) in tetrahydrofuran solution with lithium diisopropylamide affords predominantly tetrameric enolates. Aryl substituents on the enolates promote deaggregation. The aggregation states are assigned by

A photochemical C=C cleavage process: Toward access to backbone N-formyl peptides

Photo-responsive modifications and photo-uncaging concepts are useful for spatiotemporal control of peptides structure and function. While side chain photo-responsive modifications are relatively common, access to photo-responsive modifications of backbone N-H bonds is quite limited. This letter describes a new photocleavage pathway, affording N-formyl amides from vinylogous nitroaryl precursors under physiologically relevant conditions via a formal oxidative C=C cleavage. The N-formyl amide products have unique properties and reactivity, but are difficult or impossible to access by traditional synthetic approaches.

Visible-Light Decatungstate/Disulfide Dual Catalysis for the Hydro-Functionalization of Styrenes

We describe an efficient photoredox system, relying on decatungstate/disulfide catalysts, for the hydrofunctionalization of styrenes. In this methodology the use of disulfide as a cocatalyst was shown to be crucial for the reaction efficiency. This photoredox system was employed for the hydro-carbamoylation, -acylation, -alkylation, and -silylation of styrenes, giving access to a large variety of useful building blocks and high-value molecules such as amides and unsymmetrical ketones from simple starting materials.

Dealkoxylation ofN-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis

Lewis acid-assisted palladium-catalysed dealkoxylation ofN-alkoxyamides has been developed. This reaction proceeded smoothly with a range ofN-alkoxyamides in the absence of an external reductant, thereby establishing a convenient and reductant-free protocol. In addition, a gram-scale reaction could be achieved. Preliminary mechanistic investigations indicated that β-hydrogen elimination from a palladium alkoxide intermediate generated an intramolecular hydride source.

Direct synthesis of amides from nonactivated carboxylic acids using urea as nitrogen source and Mg(NO3)2or imidazole as catalysts

A new method for the direct synthesis of primary and secondary amides from carboxylic acids is described using Mg(NO3)2·6H2O or imidazole as a low-cost and readily available catalyst, and urea as a stable, and easy to manipulate nitrogen source. This methodology is particularly useful for the direct synthesis of primary and methyl amides avoiding the use of ammonia and methylamine gas which can be tedious to manipulate. Furthermore, the transformation does not require the employment of coupling or activating agents which are commonly required.

Nickel-catalyzed: C-alkylation of thioamide, amides and esters by primary alcohols through a hydrogen autotransfer strategy

A simple catalyst of Ni(OAc)2 and P(t-Bu)3 enables selective C-alkylation of thioacetamides and primary acetamides with alcohols for the first time. Monoalkylation of thioamides, amides and t-butyl esters occurs in excellent yields (>95%). Mechanistic studies reveal that the reaction proceeds via a hydrogen autotransfer pathway. This journal is

Radical condensation between benzylic alcohols and acetamides to form 3-arylpropanamides

A new radical condensation reaction is developed where benzylic alcohols and acetamides are coupled to generate 3-arylpropanamides with water as the only byproduct. The transformation is performed with potassium tert-butoxide as the only additive and gives rise to a variety of 3-arylpropanamides in good yields. The mechanism has been investigated experimentally with labelled substrates, trapping experiments and spectroscopic measurements. The findings indicate a radical pathway where potassium tert-butoxide is believed to serve a dual role as both base and radical initiator. The radical anion of the benzylic alcohol is proposed as the key intermediate, which undergoes coupling with the enolate of the amide to form the new C-C bond. Subsequent elimination to the corresponding cinnamamide and olefin reduction then affords the 3-arylpropanamides.

Atom-Economical and Tandem Conversion of Nitriles to N-Methylated Amides Using Methanol and Water

A cobalt complex catalyzed tandem conversion of nitrile to N-methylated amide is described using a methanol and water mixture. Using this protocol, several nitriles were directly and efficiently converted to the desired N-methylated amides. Kinetic experiments using H2O18 and CD3OD suggested that water and methanol were the source of the oxygen atom and methyl group, respectively, in the final N-methylated amides. Importantly, the participation of active Co(I)-H species in this transformation was realized from the control experiment. The kinetic isotope effect (KIE) study suggested that the activation of the C-H bond of methanol was a kinetically important step. The Hammett plot confirmed that the reaction was faster with the electron deficient nitriles. In addition, the plausible pathway for the formation of N-methylated amides from the nitriles was supported by the computational study.

Tandem Transformation of Aldoximes to N-Methylated Amides Using Methanol

Tandem conversion of aldoximes to N-methylated amides with methanol in presence of a single Ru(II) catalyst is accomplished through the Ru(II)-mediated rearrangement followed by the reductive N-methylation. Employing this protocol, several aldoximes were directly transformed to the N-methylated amides using methanol. Kinetic experiments with H218O advocated that the aldoxime is acted as the nucleophile during the aldoxime to amide rearrangement process. Involvement of nitrile intermediate during this transformation is realized from the kinetic study. (Figure presented.).

Ruthenium-Catalyzed Synthesis of N-Methylated Amides using Methanol

An efficient synthesis of N-methylated amides using methanol in the presence of a ruthenium(II) catalyst is realized. Notably, applying this process, tandem C-methylation and N-methylation were achieved to synthesize α-methyl N-methylated amides. In addition, several kinetic studies and control experiments with the plausible intermediates were performed to understand this novel protocol. Furthermore, detailed computational studies were carried out to understand the mechanism of this transformation.