2532-70-9

Upstream product

• 14465-74-8 N-phenyl-N-prop-2-ynylamine 
• 620-05-3 iodomethylbenzene 
• 62-53-3 aniline 
• 100-39-0 benzyl bromide 
• 758640-21-0 N-Benzylaniline 
• 106-96-7 propargyl bromide 

Downstream Products

• 136344-35-9 Benzyl-phenyl-propa-1,2-dienyl-amine 
• 136344-38-2 Benzyl-phenyl-prop-1-ynyl-amine 
• 758640-21-0 N-Benzylaniline 
• 136344-43-9 Benzyl-[3-(3,5-dichloro-2,4,6-trimethyl-phenyl)-4-methylene-4,5-dihydro-isoxazol-5-yl]-phenyl-amine 
• 136344-53-1 Benzyl-{2-[3-(3,5-dichloro-2,4,6-trimethyl-phenyl)-isoxazol-4-ylmethyl]-phenyl}-amine 
• 136344-48-4 Benzyl-[(5S,6S)-3,9-bis-(3,5-dichloro-2,4,6-trimethyl-phenyl)-1,7-dioxa-2,8-diaza-spiro[4.4]nona-2,8-dien-6-yl]-phenyl-amine 
• 1616405-55-0 (E)-N-((1-benzyl-1H-indol-3-yl)methylene)-4-methylbenzenesulfonamide 
• 10511-51-0 1-Benzylindole-3-carboxaldehyde 
• 1616405-59-4 N-((1-benzyl-1H-indol-3-yl)methyl)-4-methylbenzenesulfonamide 
• 1616405-47-0 N-benzyl-N-((1-tosyl-1H-1,2,3-triazol-4-yl)methyl)aniline 
• 1034771-05-5 (1-benzyl-1,2,3,4-tetrahydroquinolin-2-yl)methanamine 

Relevant academic research and scientific papers

Copper(i)-catalysed intramolecular hydroarylation-redox cross-dehydrogenative coupling ofN-propargylanilines with phosphites

Intramolecular hydroarylation-redox cross-dehydrogenative coupling ofN-propargylanilines with phosphite diesters proceeded in the presence of Cu(i)-catalysts (20 mol%) to selectively give 2-phosphono-1,2,3,4-tetrahydroquinolines in good yields with 100% atomic utilization. P-H and two C-H bonds are activated at once and these hydrogen atoms are trapped by a propargylic triple bond in the molecule.

Zinc(ii)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N -propargylanilines with diverse carbon pronucleophiles: Facile access to functionalized tetrahydroquinolines

Zinc(ii)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N-propargylanilines with two types of carbon pronucleophiles (nitromethane as a sp3 carbon pronucleophile and phenylacetylenes as sp carbon pronucleophiles) proceeded to give the 2-substituted tetrahydroquinolines in good yields with 100percent atomic utilization without any additional external oxidants.

Synthesis and Photophysical Characterization of 2,3-Dihydroquinolin-4-imines: New Fluorophores with Color-Tailored Emission

In this study, a series of variously substituted 2,3-dihydroquinolin-4-imines (DQIs) were synthesized from N-substituted propargylanilines by copper(I)-catalyzed annulation. The approach adopted in this study under mild, effective conditions exhibited broad substrate tolerance, particularly for functional groups substituted on anilines. Most of the DQI derivatives synthesized under optimal conditions were obtained in good isolated yields of 63–88 %. 2,3-Dihydroquinolinimine thus obtained was easily converted to important structures like 2,3-dihydroquinolone and tetrahydrobenzodiazepin-5-one, confirming the importance of this strategy in constructing various heterocycles. Surprisingly, 2,3-dihydroquinolinimines thus obtained exhibited bright fluorescence with quantum yields up to 66 %. The density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations were performed for understanding the excited-state nature of DQI system. Accordingly, a tailored DQI derivative bearing methoxy group at C-6 position and acetoxy group at C-7 position was designed and synthesized to give emission at 559 nm with redshift compared to the 7-methoxy substituted DQI. A detailed study of DQI structures with their photophysical properties was performed with five control molecules and consequently demonstrated the uniqueness of the chemical structures of DQIs.

Synthesis of 2-Indolyltetrahydroquinolines by Zinc(II)-Catalyzed Intramolecular Hydroarylation-Redox Cross-Dehydrogenative Coupling of N-Propargylanilines with Indoles

An intramolecular hydroarylation-redox cross-dehydrogenative coupling (CDC) of propargylic anilines with indoles proceeded in the presence of zinc(II) catalysts to give 2-indolyltetrahydroquinolines in good to high yields. Three C-H bonds (two sp2and one sp3) are activated in one shot and these hydrogen atoms are trapped by a propargylic triple bond in the molecule.

Synthesis of substituted 3-indolylimines and indole-3-carboxaldehydes by rhodium(II)-catalyzed annulation

An efficient Cu/Rh-catalyzed method is proposed for the synthesis of 3-indolylimines from N-propargylanilines through Rh(II)-catalyzed denitrogenative annulation of N-sulfonyl-1,2,3-triazoles. Further combined with hydrolysis or reduction, a one-pot method is developed to enable the direct incorporation of an imine, aldehyde, or amine group into an indole system from an alkyne. A variety of substituted 3-indolylimines, indole-3-carboxaldehydes, and 3-Indolylmethanamines are synthesized in good yields.