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Upstream product

• 110-52-1 1,4-dibromo-butane 
• 60-15-1 2-amino-1-phenylpropane 
• 65282-22-6 2-pyrrolidin-1-ylpropionitrile 
• 123-75-1 pyrrolidine 
• 673-32-5 1-Phenylprop-1-yne 
• 300-57-2 allylbenzene 
• 698-87-3 3-phenyl-2-propanol 
• 103-79-7 1-phenyl-acetone 

Relevant academic research and scientific papers

Lithium-Catalyzed anti-Markovnikov Intermolecular Hydroamination Reactions of Vinylarenes and Simple Secondary Amines

Various β-arylethylamine derivatives were straightforwardly obtained by the lithium-catalyzed anti-Markovnikov selective intermolecular hydroamination reaction of secondary aliphatic amines with vinylarenes. The use of only 1.5 mol % LiCH2TMS as a solid base in THF proved to be efficient to deliver the target products at room temperature with up to complete conversions. Both reaction partners were, moreover, used in equivalent amounts; thus, this protocol best respects the concepts of sustainable chemistry for the easy preparation of lead structures for pharmaceutically active compounds.

Easily available nickel complexes as catalysts for the intermolecular hydroamination of alkenes and alkynes

A series of nickel complexes of the type [(P-P)NiX2] ((P-P) = bisphospines or bisphosphites, X = chloride, triflate) were used as catalysts for the hydroamination of both activated and unactivated alkenes and alkynes with pyrrolidine. In general, the use of activated unsaturations, such as acrylonitrile, required mild reaction conditions (e.g. 100 °C and 4 h) in comparison with other non-activated alkenes. Particularly with a series of alkynes, the use of nickel(ii) centers diminished or even inhibited the formation of otherwise undesired homocoupling and/or transfer hydrogenation by-products, such as the ones obtained in the presence of zerovalent nickel. When using less activated substrates, better selectivity was obtained, although harsher reaction conditions were needed. From a general perspective, the results of this report strongly support the potential use of nickel as a good candidate for further application in the hydroamination of organic unsaturations by means of screening of several π acceptor ligands. The Royal Society of Chemistry.

Ruthenium-catalyzed /V-alkylation of amines and sulfonamides using borrowing hydrogen methodology

The alkylation of amines by alcohols has been achieved using 0.5 mol percent [Ru(p-cymene)CI2]2 with the bidentate phosphines dppf or DPEphos as the catalyst. Primary amines have been converted into secondary amines, and secondary amines into tertiary amines, including the syntheses of Piribedil, Tripelennamine, and Chlorpheniramine. A/-Heterocyclization reactions of primary amines are reported, as well as alkylation reactions of primary sulfonamides. Secondary alcohols requiremore forcing conditions than primary alcohols but are still effective a lkylating agents in the presence of this catalyst.

Salt-free synthesis of tertiary amines by ruthenium-catalyzed amination of alcohols

The amination of secondary alcohols to give tertiary amines in the presence of different in situ generated ruthenium catalysts has been investigated in detail. By applying a combination of [Ru3(CO)12] and N-phenyl-2-(dicyclohexylphosphanyl) pyrrole as the catalyst, cyclic amines can be alkylated with different alcohols in high yield, whereas aliphatic amines gave transalkylation side products. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.