378240-98-3

Upstream product

• 3412-44-0 1,3-diphenylpropene 
• 62-53-3 aniline 
• 62668-02-4 (E)-1,3-diphenyl-2-propen-1-ol 
• 4663-33-6 1,3-diphenyl-3-hydroxypropene 
• 1504-52-5 2,3-diphenyl-2-propen-1-ol 

Relevant academic research and scientific papers

An efficient oxidative cross-coupling reaction between C-H and N-H Bonds; A transition-metal-free protocol at room temperature

A transition-metal-free oxidative coupling of allylic C-H and heterocyclic/aromatic N-H bonds was performed under mild conditions. Promoted by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), up to 99% yield could be achieved. Georg Thieme Verlag Stuttgart, New York.

Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III)

A direct catalytic substitution of various allylic and benzylic alcohols with synthetically useful, but acid-sensitive Boc, Bus, and Dios protected amine nucleophiles, which have not been well utilized for Lewis acid catalysis, with various functionalities (OTBS, OTHP, etc.) was efficiently catalyzed by 1 mol% of Au(iii) under mild conditions.

Iron/amino acid catalyzed direct N-alkylation of amines with alcohols

(Chemical Equation Presented) Ironing it out: The straightforward N-alkylation using alcohols and iron/amino acid catalysis is described (see scheme). The reaction does not proceed by the conventional "borrowing hydrogen" mechanism, but appears to involve a substitution pathway (S N) at the sp3 carbon atom bearing the hydroxy group of the alcohol. Developing a catalyst that is effective at a near neutral pH was key to the successful N-alkylation.

Platinum-catalyzed direct amination of allylic alcohols under mild conditions: Ligand and microwave effects, substrate scope, and mechanistic study

Transition metal-catalyzed amination of allylic compounds via a π-allylmetal intermediate is a powerful and useful method for synthesizing allylamines. Direct catalytic substitution of allylic alcohols, which forms water as the sole coproduct, has recently attracted attention for its environmental and economical advantages. Here, we describe the development of a versatile direct catalytic amination of both aryl- and alkyl-substituted allylic alcohols with various amines using Pt-Xantphos and Pt-DPEphos catalyst systems, which allows for the selective synthesis of various monoallylamines, such as the biologically active compounds Naftifine and Flunarizine, in good to high yield without need for an activator. The choice of the ligand was crucial toward achieving high catalytic activity, and we demonstrated that not only the large bite-angle but also the linker oxygen atom of the Xantphos and DPEphos ligands was highly important. In addition, microwave heating dramatically affected the catalyst activity and considerably decreased the reaction time compared with conventional heating. Furthermore, several mechanistic investigations, including 1H and 31P{1H} NMR studies; isolation and characterization of several catalytic intermediates, Pt(xantphos)Cl2, Pt(η2-C3H5OH)(xantphos), etc; confirmation of the structure of [Pt(η3-allyl)(xantphos)]OTf by X-ray crystallographic analysis; and crossover experiments, suggested that formation of the π-allylplatinum complex through the elimination of water is an irreversible rate-determining step and that the other processes in the catalytic cycle are reversible, even at room temperature.