128444-39-3

Upstream product

• 953-21-9 N-(3-phenylallylidene)benzenamine 
• 917-54-4 methyllithium 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 62-53-3 aniline 
• 32644-22-7 1-methyl-3-phenylallene 
• 126404-68-0 Triphenyl-((1E,3E)-4-phenyl-2-phenylamino-buta-1,3-dienyl)-phosphonium; bromide 
• 953-21-9 (1E,2E)-N,3-diphenylprop-2-en-1-imine 
• 316122-26-6 N-((E)-4-phenylbut-3-en-2-ylidene)aniline 

Downstream Products

• 1394171-56-2 (E)-N-((E)-4-phenylbut-3-en-2-ylidene)aniline oxide 
• 1394171-56-2 (Z)-N-((E)-4-phenylbut-3-en-2-ylidene)aniline oxide 

Relevant academic research and scientific papers

(η3-allyl)palladium complexes bearing diphosphinidenecyclobutene ligands: Highly active catalysts for the hydroamination of 1,3-dienes

Room-temperature hydroamination of 1,3-dienes with aniline [Eq. (1)] is efficiently catalyzed by cationic η3-allyl palladium complexes, prepared by treating [{(η3-allyl)PdCl)}2] with 1,2-diaryl-3,4-bis[(2,4,6-tri-tert-buty

BIS(PHOSPHINE)-CARBODICARBENE CATALYST COMPLEXES AND METHODS OF USING THE SAME

An organometallic complex of a tridentate bis(phosphine)-carbodicarbene ligand and a transition metal, is described. In some embodiments the ligand has the structure of Formula (I): The complexes are useful in methods of making an allylic amine carried ou

Intermolecular hydroamination of 1,3-dienes catalyzed by bis(phosphine)carbodicarbene-rhodium complexes

A carbodicarbene (CDC)-based pincer ligand scaffold is reported, along with its application to site-selective Rh(I)-catalyzed intermolecular hydroamination of 1,3-dienes with aryl and alkyl amines. To the best of our knowledge, this is the first example of the use of a well-defined CDC complex as an efficient catalyst. Transformations proceed in the presence of 1.0-5.0 mol % Rh complex at 35-120 °C; allylic amines are obtained in up to 97% yield and with >98:2 site selectivity.

A modular approach to α,β-unsaturated N-aryl ketonitrones

A modular approach to α,β-unsaturated N-aryl ketonitrones has been developed. Specifically, condensation of anilines and enals followed by alkylation of the resulting α,β-unsaturated imines provided N-allyl anilines, which were subjected to oxidation with

Regioselective iron-catalyzed allylic amination

(Chemical Equation Presented) Iron age: An air- and water-resistant iron(-II) catalyst, in the presence of triphenylphosphane under buffered conditions, allows for the highly regioselective and stereoselective allylation of primary aromatic amines. A broa

Gold-catalyzed intermolecular hydroamination of allenes with arylamines and resulting high chirality transfer

(Chemical Equation Presented) Au contraire! Contrary to the relatively well-studied metal-catalyzed intramolecular hydroamination of allenes, the intermolecular reaction is rare and is here accomplished with a gold (III) catalyst. Aryl amines 2 react with

Ruthenium-catalyzed intermolecular coupling reactions of arylamines with ethylene and 1,3-dienes: Mechanistic insight on hydroamination vs ortho-C-H bond activation

(Chemical Equation Presented) The cationic ruthenium complex [(PCy 3)2(CO)(Cl)Ru=CHCH=C(CH3)2] +BF4- was found to be an effective catalyst for the coupling reaction of aniline and ethylene to form a ～1:1 ratio of N-ethylaniline and 2-methylquinoline products. The analogous reaction with 1,3-dienes resulted in the preferential formation of Markovnikov addition products. The normal isotope effect of kNH/kND = 2.2 (aniline and aniline-d7 at 80°C) and the Hammett ρ = -0.43 (correlation of para-substituted p-X-C6H4NH2) suggest an N-H bond activation rate-limiting step for the catalytic reaction.

Stereoselective syntheses of allylic amines through reduction of 1-azadiene intermediates

The stereoselective synthesis of primary and secondary E-allylic amines by reduction of 1-azadiene intermediates is described. β-Enamino phosphonium salts are suitable starting materials to prepare secondary allylic amines. Two methods are reported for th

Nucleophilic addition to tricarbonyliron(0) complexes of 1-aza-1,3-dienes and the production of pyrroles

The synthesis of a number of novel tricarbonyl(1-aza-1,3-diene)iron(0) complexes and their reactions with methyl-lithium are described. Addition proceeds under mild conditions and, in general, occurs at a metal carbonyl ligand; this leads via an unprecedented reaction to the production of several novel pyrroles.