1252875-58-3

Usage

Uses

Used in Pharmaceutical Industry:
(S)-2-isopropyl-1,2,3,4-tetrahydroquinoxaline is used as a therapeutic agent for its ability to modulate neurotransmitter receptors in the brain. This application is due to its potential in treating various neurological disorders, making it a valuable compound in the development of novel pharmaceuticals.
Used in Chemical Synthesis:
(S)-2-isopropyl-1,2,3,4-tetrahydroquinoxaline is used as a building block in the synthesis of other bioactive compounds. Its structural properties and reactivity contribute to the creation of a diverse range of molecules with potential applications in various fields, including medicine and materials science.

Upstream product

• 20201-24-5 ethyl 3-methyl-2-oxobutanoate 
• 95-54-5 1,2-diamino-benzene 
• 80360-35-6 2-isopropylquinoxaline 

Relevant academic research and scientific papers

Metal-free tandem cyclization/hydrosilylation to construct tetrahydroquinoxalines

A one-pot tandem procedure involving cyclization and sequential hydrosilylation of imines and amides under the catalysis of B(C6F5)3 has been developed for the step-economical construction of 1,2,3,4-tetrahydroquinoxalines directly from readily available 1,2-diaminobenzenes, α-ketoesters and low-cost, safe polymethylhydrosiloxane (PMHS). This metal-free approach provides various products in good to excellent yields, and displays a wide range of substrate scope and a high degree of functional group tolerance even to reduction-sensitive moieties. The choice of hydrosilanes is critical to the catalysis, and PMHS has proved to be optimal. Decreasing the amount of PMHS could enable the reaction to stop at the 3,4-dihydroquinoxalin-2(1H)-one stage. The procedure is convenient and scalable, and neither a dried solvent nor an inert atmosphere is required. Moreover, the enantioselective construction of these products was explored, and promising results were achieved.

General asymmetric hydrogenation of 2-alkyl- and 2-aryl-substituted quinoxaline derivatives catalyzed by iridium-difluorphos: Unusual halide effect and synthetic application

A general asymmetric hydrogenation of a wide range of 2-alkyl- and 2-aryl-substituted quinoxaline derivatives catalyzed by an iridium-difluorphos complex has been developed. Under mild reaction conditions, the corresponding biologically relevant 2-substit

Iridium-difluorphos-catalyzed asymmetric hydrogenation of 2-alkyl- and 2-aryl-substituted quinoxalines: A general and efficient route into tetrahydroquinoxalines

A highly efficient and general iridium-difluorphos-catalyzed asymmetric hydrogenation of diverse 2-alkyl- and 2-aryl-substituted quinoxalines into biologically and pharmaceutically relevant 2-substituted-1,2,3,4- tetrahydroquinoxaline units has been developed. High isolated yields and excellent enantioselectivities of up to 95% for 2-alkyl-substituted quinoxalines and of up to 94% for 2-aryl-substituted quinoxalines were obtained.