1266349-27-2

Upstream product

• 108714-18-7 3-(2-aminophenyl)-1-phenylprop-2-en-1-one 
• 100-52-7 benzaldehyde 
• 109-77-3 malononitrile 
• 552-89-6 2-nitro-benzaldehyde 
• 98-86-2 acetophenone 
• 108714-18-7 3-(2-aminophenyl)-1-phenyl-2-(E)-propen-1-one 
• 7473-93-0 (E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one 

Downstream Products

• 1379821-11-0 (2S,4R)-4-(2-oxo-2-phenylethyl)-2-phenyl-1,2-dihydroquinoline-3,3(4H)-dicarbonitrile 
• 1266349-48-7 2-((2S,3S,4R)-3-nitro-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)-1-phenylethanone 
• 1266349-73-8 (2R,3aS,4S,9bR)-2,4-diphenyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[2,3-c]quinoline 

Relevant academic research and scientific papers

Chemoselective and Highly Rate Accelerated Intramolecular Aza-Morita-Baylis-Hillman Reaction

Despite being a very useful C-C bond forming and highly applicative reaction, Morita-Baylis-Hillman (MBH) reaction has been limited by its excessive slow reaction rate, including its intramolecular version. In certain cases, reaction time may even go to weeks and months. A highly chemoselective and rate accelerated intramolecular MBH reaction of just 15 min has been developed. The product dihydroquinoline, being unstable, was converted to an important quinoline framework. In some cases IMBH adducts were isolable, thus confirming the reaction path. Control experiments toward mechanism investigation have been carried out. Use of sodium sulfide has emerged as a rate accelerating catalyst in DMF-EtOH solvent system. Reaction intermediate for IMBH pathway was isolated and characterized. Other aspects such as the application of IMBH adduct for Michael addition and amidation have also been carried out.

N-Heterocyclic-Carbene-Catalyzed Umpolung of Imines

N-Heterocyclic carbene (NHC) catalysis has been widely used for the umpolung of aldehydes, and recently for the umpolung of Michael acceptors. Described herein is the umpolung of aldimines catalyzed by NHCs, and the reaction likely proceeds via aza-Breslo

Highly enantioselective assembly of functionalized tetrahydroquinolines with creation of an all-carbon quaternary center

A Mannich-Michael combo: An efficient and highly enantioselective cascade process by H-bonding catalysis for the synthesis of functionalized tetrahydroquinolines has been developed. An indane amine-thiourea small molecule has been discovered to catalyze this process in high yields and with good diastereomeric ratios and excellent enantioselectivities (see scheme). Copyright

Highly enantioselective synthesis of polysubstituted tetrahydroquinolines via organocatalytic Michael/Aza-Henry tandem reactions

Highly enantioselective chiral bifunctional thiourea catalyzed asymmetric tandem reactions for synthesis of substituted tetrahydroquinolines are described. Substituted tetrahydroquinolines were given in good yields (up to 98%), high enantioselectivities (