1255772-54-3

Upstream product

• 2048-37-5 1-methyl-3-phenylquinoxalin-2(1H)-one (3a) 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 1504-78-5 3-phenylquinoxaline-2(1H)-one 
• 95-54-5 1,2-diamino-benzene 

Relevant academic research and scientific papers

Biomimetic reduction of imines and heteroaromatics with chiral and regenerable [2.2]Paracyclophane-Based NAD(P)H model CYNAM

In our previous work, we reported the synthesis of chiral and regenerable [2.2]paracyclophane-derived NAD(P)H models CYNAMs and their application in biomimetic asymmetric reduction of tetrasubstituted olefins. Herein, the biomimetic asymmetric reduction o

Chiral Phosphoric Acids in Metal–Organic Frameworks with Enhanced Acidity and Tunable Catalytic Selectivity

Chiral phosphoric acids are incorporated into indium-based metal–organic frameworks (In-MOFs) by sterically preventing them from coordination. This concept leads to the synthesis of three chiral porous 3D In-MOFs with different network topologies constructed from three enantiopure 1,1′-biphenol-phosphoric acid derived tetracarboxylate linkers. More importantly, all the uncoordinated phosphoric acid groups are periodically aligned within the channels and display significantly enhanced acidity compared to the non-immobilized acids. This facilitates the Br?nsted acid catalysis of asymmetric condensation/amine addition and imine reduction. The enantioselectivities can be tuned (up to '99 % ee) by varying the substituents to achieve a nearly linear correlation with the concentrations of steric bulky groups in the MOFs. DFT calculations suggest that the framework provides a chiral confined microenvironment that dictates both selectivity and reactivity of chiral MOFs.

4,5-Dihydropyrrolo[1,2-a]quinoxalines: A tunable and regenerable biomimetic hydrogen source

A series of tunable and regenerable biomimetic hydrogen sources, 4,5-dihydropyrrolo[1,2-a]quinoxalines, have been synthesized and applied in biomimetic asymmetric hydrogenation of 3-aryl-2H-benzo[b][1,4]oxazines and 1-alkyl-3-aryl-quinoxalin-2(1H)-ones, providing the chiral amines with up to 92% and 89% ee, respectively.

[Ir(P-OP)]-catalyzed asymmetric hydrogenation of diversely substituted C=N-containing heterocycles

Iridium(I) complexes of enantiomerically pure phosphine-phosphite ligands ([Ir(Cl)(cod)(P - OP)]) efficiently catalyze the enantioselective hydrogenation of diverse C=N-containing heterocyclic compounds (benzoxazines, benzoxazinones, benzothiazinones, and quinoxalinones; 25 examples, up to 99% ee). A substrate-to-catalyst ratio as high as 2000:1 was reached.