18925-70-7

Upstream product

• 122-78-1 phenylacetaldehyde 
• 111-92-2 dibutylamine 
• 103-82-2 phenylacetic acid 
• 102-82-9 tributyl-amine 
• 40124-27-4 N,N-dibutylbromoacetamide 
• 98-80-6 phenylboronic acid 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 95221-53-7 α-(2-Diethylamino-ethyl)-phenylessigsaeure-dibutylamid 
• 200436-08-4 C₁₆H₂₅N 

Relevant academic research and scientific papers

Palladium-catalyzed synthesis of arylacetamides from arylboronic acids

Aryl amides were synthesized by the palladium catalyzed cross-coupling reaction of α-bromoacetamides with arylboronic acids in good yields. Both electron-donating and electron-withdrawing substituents on the aromatic ring are found to be compatible. The a

Straightforward α-Amino Nitrile Synthesis Through Mo(CO)6-Catalyzed Reductive Functionalization of Carboxamides

The selective reduction of amides into an intermediate hemiaminal catalyzed by Mo(CO)6 together with the inexpensive and easy to handle TMDS (1,1,3,3-tetramethyldisiloxane) as reducing agent, followed by subsequent trapping of the hemiaminal with a cyanide source, allows for the straightforward synthesis of α-amino nitriles. The methodology presented here, displays high levels of chemoselectivity allowing for the reduction of amides in the presence of functional groups such as ketones, imines, aldehydes, and acids, which affords a simple route for the synthesis of α-amino nitriles with a broad scope of functionalities in high yields. Furthermore, the applicability of this methodology is demonstrated by scale up experiments and by derivatization of the target compounds into synthetically interesting products. The selective cyanation is successfully applied in late stage functionalizations of amide containing drugs and prolinol derivatives.

An Efficient One–pot Procedure for the Direct Preparation of 4,5-Dihydroisoxazoles from Amides

A Mo(CO)6 (molybdenumhexacarbonyl) catalyzed reductive functionalization of amides to afford 5-amino substituted 4,5-dihydroisoxazoles is presented. The reduction of amides generates reactive enamines, which upon the addition of hydroximinoyl chlorides and base undergoes a 1,3-dipolar cycloaddition reaction that gives access to the desired heterocyclic compounds. The transformation of amides is highly chemoselective and tolerates functional groups such as nitro, nitriles, esters, and ketones. Furthermore, a versatile scope of 4,5-dihydroisoxazoles derived from a variety of hydroximinoyl chlorides and amides is demonstrated. (Figure presented.).

Catalyst-free amidation of aldehyde with amine under mild conditions

A highly efficient, catalyst-free and one-pot procedure for the direct synthesis of amides from aldehydes and amines under mild conditions has been developed. Both aliphatic and aromatic aldehydes with primary or secondary amines are successfully converted to the corresponding amides, and it is observed that reactions can proceed in either aqueous or organic media.

Direct amidation of carboxylic acids with tertiary amines: Amide formation over copper catalysts through C-N bond cleavage

A copper-catalyzed system for the amidation of carboxylic acids with tert-amines through C-N bond cleavage was developed. This protocol is practical and represents a simple way to produce functionalized amides from basic starting materials in moderate to good yields. A plausible mechanism is proposed for the reaction. Copyright

Amino-functionalized carbon nanotubes as nucleophilic scavengers in solution phase combinatorial synthesis

A versatile method for fast scavenging a variety of electrophiles using carbon nanotubes functionalized by amino groups (CNT-NH2) is reported. Following the scavenging event, CNT-NH2 can be easily separated from the reaction mixture by filtration, leaving the desired products in excellent yields and purities.