293765-10-3

Upstream product

• 98-88-4 benzoyl chloride 
• 100-46-9 benzylamine 
• 98-03-3 thiophene-2-carbaldehyde 
• 103-49-1 dibenzylamine 
• 17761-41-0 N-chloro-N-(phenylmethyl)-benzenemethanamine 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 55-21-0 benzamide 
• 1485-70-7 N-benzylbenzamide 

Downstream Products

• 65130-80-5 N,N-dibenzyl-1-(thiophen-2-yl)methanamine 
• 1618673-08-7 dimethyl 2-((N,N-dibenzylamino)(thiophen-2-yl)methylene)malonate 

Relevant academic research and scientific papers

Homoleptic Bis(trimethylsilyl)amides of Yttrium Complexes Catalyzed Hydroboration Reduction of Amides to Amines

Homoleptic lanthanide complex Y[N(TMS)2]3 is an efficient homogeneous catalyst for the hydroboration reduction of secondary amides and tertiary amides to corresponding amines. A series of amides containing different functional groups such as cyano, nitro, and vinyl groups were found to be well-tolerated. This transformation has also been nicely applied to the synthesis of indoles and piribedil. Detailed isotopic labeling experiments, control experiments, and kinetic studies provided cumulative evidence to elucidate the reaction mechanism.

An efficient and mild oxidative amidation of aldehydes using B(C6F5)3 as a catalyst and biological evaluation of the products as potential antimicrobial agents

A mild and efficient protocol for oxidative amidation of diverse aldehydes with amines was developed using 3 mol% tris(pentafluorophenyl)borane and tert-butyl hydroperoxide to generate the corresponding amides in good to excellent yields. This method has significant advantages such as short reaction time, low toxicity, low catalyst loading, and being environmentally friendly and an operationally simple procedure. Acid labile protecting groups such as acyl and Boc displayed tolerance under the present catalytic system. Applicability in large scale synthesis of amides is an added advantage of the protocol. Moreover, direct amidation of aldehydes using substituted N-benzylanilines for the synthesis of corresponding amides was devised using the present catalytic system. Compounds 3n and 3o displayed promising antimicrobial activity against Staphylococcus aureus (Gram positive) with MIC ranging from 0.4-0.7 μg mL?1 and against Escherichia coli (Gram negative) with MIC 0.7-1.2 μg mL?1 with reference to the standard drug Ciprofloxacin.

A Manganese Pre-Catalyst: Mild Reduction of Amides, Ketones, Aldehydes, and Esters

A new (N-phosphinoamidinate)manganese complex is shown to be a useful pre-catalyst for the hydrosilative reduction of carbonyl compounds, and in most cases at room temperature. The Mn-catalyzed reduction of tertiary amides to tertiary amines, with a useful scope, is demonstrated for the first time by use of this catalyst, and is competitive with the most effective transition-metal catalysts known for such transformations. Ketones, aldehydes, and esters were also successfully reduced under mild conditions by using this new Mn catalyst.

Radical-Induced Metal and Solvent-Free Cross-Coupling Using TBAI-TBHP: Oxidative Amidation of Aldehydes and Alcohols with N-Chloramines via C-H Activation

A solvent-free cross-coupling method for oxidative amidation of aldehydes and alcohols via a metal-free radial pathway has been demonstrated. The proposed methodology uses the TBAI-TBHP combination which efficiently induces metal-free C-H activation of aldehydes under neat conditions at 50 °C or ball-milling conditions at room temperature.

Iodine-catalyzed efficient amide formation from aldehydes and amines

An efficient iodine-catalyzed radical oxidative amidation of aldehydes with amines has been developed. This methodology was employed to prepare amides in good to excellent yields with the advantages of wide functional group tolerance and operational simplicity.

Efficient metal-free hydrosilylation of tertiary, secondary and primary amides to amines

Hydrosilylation of secondary and tertiary amides to amines is described using catalytic amounts of B(C6F5)3. The organic catalyst enables the reduction of amides with cost-efficient, non-toxic and air stable PMHS and TMDS hydrosilanes. The methodology was successfully extended to the more challenging reduction of primary amides.

Iron-catalysed oxidative amidation of alcohols with amines

A new iron-catalysed oxidative amidation of differently substituted benzylic alcohols with mono- and di-substituted amines was developed. The Royal Society of Chemistry 2013.

Iron-catalyzed amidation of aldehydes with N-chloroamines

A new direct conversion of aldehydes to amides has been realized, in the presence of iron(III) chloride as a catalyst and using tert-butyl hydroperoxide (TBHP) as an oxidant. Both aliphatic and aromatic aldehydes were successfully reacted with variously mono- and di-substituted N-chloroamines. The methodology has a wide substrate scope, uses cheap and easily available reagents and is characterized by short reaction times. Copyright

Iron-catalyzed amidation of aldehydes with N-chloroamines

A new direct conversion of aldehydes to amides has been realized, in the presence of iron(III) chloride as a catalyst and using tert-butyl hydroperoxide (TBHP) as an oxidant. Both aliphatic and aromatic aldehydes were successfully reacted with variously mono- and di-substituted N-chloroamines. The methodology has a wide substrate scope, uses cheap and easily available reagents and is characterized by short reaction times. Copyright

One-pot synthesis of amides from aldehydes and amines via C-H bond activation

A one-pot synthesis of amides from aldheydes with N-chloroamines, prepared in situ from amines, has been developed. Both aliphatic and aromatic aldehydes and many types of mono- and disubstituted amines are tolerant in this transformation. This cross-coupling reaction appears simple and convenient, has a wide substrate scope and makes use of cheap, abundant, and easily available reagents.