79149-49-8

Upstream product

• 123-75-1 pyrrolidine 
• 52798-01-3 methyl 4-cyanobenzeneacetate 
• 62044-37-5 4-cyanophenylacetic acid chloride 
• 131356-52-0 2,2-dibromo-1-(4-cyanophenyl)ethene 
• 5462-71-5 4-cyanophenylacetic acid 
• 105-07-7 4-cyanobenzaldehyde 

Downstream Products

• 79149-36-3 4-(2-Oxo-2-pyrrolidin-1-yl-ethyl)-thiobenzamide 
• 928649-36-9 N-(tert-butoxycarbonyl)-4-(2-oxo-2-pyrrolidin-1-yl-ethyl)-benzylamine 
• 1201666-86-5 1,4-bis(4-cyanophenyl)-1H-1,2,3-triazole 
• 79149-24-9 4-(2-Oxo-2-pyrrolidin-1-yl-ethyl)-thiobenzimidic acid methyl ester; hydriodide 
• 79149-09-0 4-Amidinophenylessigsaeurepyrrolididhydroiodid 
• 5462-71-5 4-cyanophenylacetic acid 

Relevant academic research and scientific papers

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.).

Facile preparation of pyrimidinediones and thioacrylamides: Via reductive functionalization of amides

The development of an efficient protocol for the reductive functionalization of amides into pyrimidinediones and amino-substituted thioacrylamides is presented. Enamines are generated in a highly chemoselective amide hydrosilylation reaction catalyzed by

An efficient method for one-carbon elongation of aryl aldehydes via their dibromoalkene derivatives

Various aryl aldehydes were efficiently converted into one-carbon extended aryl acetamides or aryl acetic acids through the reaction of their dibromoalkene derivatives with pyrrolidine in the presence of water under very mild conditions.