127598-83-8

Upstream product

• 106625-69-8 ethyl (E)-3-phenyl-2-propenyl carbonate 
• 106-49-0 p-toluidine 
• 14371-10-9 (E)-3-phenylpropenal 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 118714-21-9 4-phenyl-1-p-tolyl-1-azabuta-1,3-diene 
• 15286-48-3 (E)-4-methyl-N-((E)-3-phenylallylidene)aniline 
• 118714-24-2 N-cinnamylidene-p-toluidine hydrochloride 

Downstream Products

• 127598-84-9 N-cinnamyl N-(2-cyanoethyl)-4-methylaniline 
• 118072-35-8 3-(2-Dimethylaminomethyl-4-methyl-phenylamino)-propionitrile 
• 104-55-2 3-phenyl-propenal 
• 1421518-02-6 N-(4-methylphenyl)-N-[(2E)-3-phenylprop-2-en-1-yl]urea 
• 76061-95-5 4-Phenyl-6-methyl-1,2,3,4-tetrahydroquinoline 
• 76061-97-7 4-Phenyl-6-methylquinoline 

Relevant academic research and scientific papers

First example of the cascade acylation/IMDAV/ene reaction sequence, leading to N-arylbenzo[f]isoindole-4-carboxylic acids possessing anti-viral activity

The reaction between readily accessible N-aryl-3-phenylallylamines and maleic anhydride led to unexpected products – polysubstituted hydrogenated benzo[f]isoindole-4-carboxylic acids. This transformation proceeds through a previously unknown sequence of s

Air Stable Iron(II) PNP Pincer Complexes as Efficient Catalysts for the Selective Alkylation of Amines with Alcohols

A series of well-defined iron(II) complexes of the types [Fe(PNP)Br2] and [Fe(PNP)(CO)Br2] with PNP pincer ligands based on triazine and pyridine backbones were prepared and fully characterized. These complexes were tested as catalysts for the alkylation of amines by alcohols. The high-spin complexes [Fe(PNP)Br2] are catalytically inactive. The low-spin complexes [Fe(PNP)(CO)Br2] bearing a carbonyl co-ligand efficiently and selectively convert primary alcohols and aromatic and benzylic amines selectively into mono-N-alkylated amines in good to excellent isolated yields. A mechanistic proposal is given. (Figure presented.).

Co(II) PCP Pincer Complexes as Catalysts for the Alkylation of Aromatic Amines with Primary Alcohols

Efficient alkylations of amines by alcohols catalyzed by well-defined Co(II) complexes are described that are stabilized by a PCP ligand (N,N′-bis(diisopropylphosphino)-N,N′-dimethyl-1,3-diaminobenzene) based on the 1,3-diaminobenzene scaffold. This reaction is an environmentally benign process implementing inexpensive, earth-abundant nonprecious metal catalysts and is based on the acceptorless alcohol dehydrogenation concept. A range of primary alcohols and aromatic amines were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields.

Cu-Catalyzed Aerobic Oxidation of Di-tert-butyl Hydrazodicarboxylate to Di-tert-butyl Azodicarboxylate and Its Application on Dehydrogenation of 1,2,3,4-Tetrahydroquinolines under Mild Conditions

A new class of co-catalytic system was developed with homogeneous CuI and di-tert-butyl azodicarboxylate for aerobic dehydrogenation of 1,2,3,4-tetrahydroquinolines under mild conditions. The developed co-catalytic system is consisting of di-tert-butyl azodicarboxylate-mediated dehydrogenation of 1,2,3,4-tetrahydroquinoline and aerobic oxidative regeneration of di-tert-butyl azodicarboxylate from di-tert-butyl hydrazodicarboxylate using molecular oxygen as a terminal oxidant. A variety of quinolines were efficiently synthesized by the developed Cu and di-tert-butyl azodicarboxylate co-catalytic system.

Solvent-free synthesis, DNA-topoisomerase II activity and molecular docking study of new asymmetrically N,N′-substituted ureas

A new series of asymmetrically N,N′-substituted ureas 20-25 was prepared using solvent free conditions, which is an eco-friendly methodology, starting with Schiff bases derived from cinnamaldehyde and p-substituted anilines, which are subsequently submitt

Iridium-catalyzed, asymmetric amination of allylic alcohols activated by lewis acids

The direct, Ir-catalyzed, regio- and enantioselective amination of allylic alcohols with Lewis acid activators to form branched allylic amine products is reported. The reactions of arylamines, benzylic amines, and secondary aliphatic amines in the presence of Nb(OEt)5 as activator occurred with high regioselectivities and high enantioselectivities. These results led to the development of Ir-catalyzed reactions of allylic alcohol with arylamines and BPh3 as activator in catalytic amounts. These reactions are rare examples of enantioselective substitutions of allylic alcohols. They are particularly unusual examples of the substitution of allylic alcohols to generate branched substitution products from monosubstituted allylic alcohols and of enantioselective substitutions of allylic alcohols with amine nucleophiles. Copyright

Ethynyl ketene-S,S-acetals: The highly reactive electron-rich dienophiles and applications in the synthesis of 4-functionalized quinolines via a one-pot three-component reaction

(Chemical Equation Presented) An efficient synthetic method for 4-functionalized quinoline derivatives, 4-((1,3-dithian-2-ylidene)methyl) quinolines, has been developed. Mediated by trifluoromethanesulfonic acid, ethynyl ketene-S,S-acetals can react in a one-pot procedure with various arylamines and aldehydes under mild conditions to give the corresponding quinoline derivatives in good to high yields via a consecutive arylimine formation, regiospecific aza-Diels-Alder (Povarov) reaction, and reductive amination.

Direct palladium/carboxylic acid-catalyzed allylation of anilines with allylic alcohols in water

The direct activation of C-O bonds in allylic alcohols in water as a suspension medium by palladium complexes has been accelerated by carrying out the reactions in the presence of a carboxylic acid. The palladium-catalyzed allylation of anilines using allylic alcohols directly gave allylic anilines in good yields.

Efficient protocol for reductive amination of aldehydes and ketones with sodium borohydride in an ionic liquid/H2O system

The imines were generated in situ from carbonyl compounds and amines, which undergo smooth reduction with sodium borohydride in an ionic liquid/H 2O solvent system. The reaction conditions were very mild and neutral to afford the corresponding highly functionalized amines in excellent yields. Copyright Taylor & Francis Group, LLC.

Palladium(0)-Catalyzed Allylation of Highly Acidic and Nonnucleophilic Anilines. the Origin of Stereochemical Scrambling When Using Allylic Carbonates

Acidic anilines such as diphenylamine, phenothiazine, and nitroanilines are efficiently allylated under palladium catalysis using allyl carbonates as allylating reagents. A stereochemical study of the reactions of ethyl cis-5-methyl-2-cyclohexenylcarbonate with 4-nitro- and 2,4-dinitroaniline was performed. Bidentate phosphines as stabilizing ligands gave clean retention of configuration whereas triphenylphosphine permitted cis-trans isomerization of the allylic carbonate, the allylation reactions occurring under Curtin-Hammet preequilibrium conditions.