75458-43-4

Upstream product

• 75458-32-1 N-(2,2-Dichloro-1-phenyl-1-propylidene)-tert-butylamine 
• 673-32-5 1-Phenylprop-1-yne 
• 75-64-9 tert-butylamine 
• 868666-47-1 tert-butyl-(1-methyl-2-phenyl-ethylidene)-amine 

Relevant academic research and scientific papers

A New N-Trityl-Substituted Aminopyridinato Titanium Catalyst for Hydroamination and Hydroaminoalkylation Reactions - Unexpected Intramolecular C-H Bond Activation

Sterically demanding 2,6-bis(tritylamino)pyridine is used for the synthesis of a mono(2,6-diaminopyridinato) titanium complex that undergoes unexpected intramolecular C-H bond activation to give access to an unusual 1-titanaisoindoline derivative. Both titanium complexes do not show high catalytic activity for hydroaminoalkylation reactions of alkenes but exceptional results are obtained in the field of alkene, alkyne, and allene hydroamination including room temperature activity for intramolecular alkene hydroamination, excellent regioselectivity of intermolecular alkyne and allene hydroamination as well as selectivity for hydroamination over hydroaminoalkylation during cyclization reactions of primary aminoalkenes.

Hydroamination/hydrosilylation sequence catalyzed by titanium complexes

(Chemical Equation Presented) A single precatalyst is used for the sequential combination of the Ti-catalyzed hydroamination of alkynes with the Ti-catalyzed hydrosilylation of imines. In this way alkynes and primary amines are converted efficiently into

[Ind2TiMe2]: A general catalyst for the intermolecular hydroamination of alkynes

[Ind2TiMe2] (Ind=indenyl) is a highly active and general catalyst for the intermolecular hydroamination of alkynes. It catalyzes the reaction of primary aryl-, tert-alkyl-, sec-alkyl-, and nalkylamines with internal and terminal alkynes. In the case of unsymmetrically substituted 1-phenyl-2-alkylalkynes, the reactions occur with modest to excellent regioselectivities, whereby formation of the anti-Markovnikov regioisomers is favored. While the major product of hydroamination reactions of terminal arylalkynes is always the anti-Markovnikov isomer, alkylalkynes react with arylamines to preferably give the Markovnikov products. To achieve reasonable rates for the addition of sterically less hindered n-alkyland benzylamines to alkynes, these amines must be added slowly to the reaction mixtures. This behavior is explained by the fact that the catalytic cycle proposed on the basis of an initial kinetic investigation includes the possibility that the rate of the reaction increases with decreasing concentration of the employed amine. Furthermore, no dimerization of the catalytically active imido complex is observed in the hydroamination of 1-phenylpropyne with 4-methylaniline in the presence of [Ind2TiMe2] as catalyst. In general, a combination of [Ind2TiMe2]-catalyzed hydroamination of alkynes with subsequent reduction leads to the formation of secondary amines with good to excellent yields. Particularly impressive is that [Ind 2TiMe2] makes it possible for the first time to perform the reactions of n-alkyl- and benzylamines with 1-phenylpropyne in a highly regioselective fashion.

Stereospecific Synthesis of N-Substituted cis-2-Aryl-3-alkylaziridines

A convenient stereospecific synthesis of N-substituted cis-2-aryl-3-alkylaziridines is reported, by reaction of N-alkyl or N-aryl α,α-dichloroalkyl aryl ketimines with lithium aluminum hydride in ethereal medium.The mechanism involves the addition of hydr