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Upstream product

• 110-91-8 morpholine 
• 556-97-8 1-chloro-3,5-dimethylbenzene 
• 22445-41-6 3,5-dimethylphenyl iodide 
• 108-69-0 3,5-dimethylaminoaniline 
• 2320-30-1 3,5-dimethylcyclohexanone 
• 5625-90-1 4-(morpholinomethyl)morpholine 
• 172975-69-8 3,5-dimethylphenyl boronic acid 
• 70986-75-3 4-(3,5-dimethyl-cyclohex-1-enyl)-morpholine 
• 556-96-7 5-bromo-1,3-xylene 
• 773-01-3 2,4,6-trimethylpyrylium tetrafluoroborate 
• 940-93-2 2,4,6-trimethylpyrylium chlorate(VII) 

Relevant academic research and scientific papers

General and efficient palladium-catalyzed aminations of aryl chlorides

Pd(dba)2/Ligand A catalyst efficiently catalyzes the aminations of a variety of aryl chlorides with a variety of amines in high rates, selectivities, and isolated yields.

An improved method for the palladium-catalyzed amination of aryl iodides

Aryl iodides are coupled with amines to give the corresponding arylamines in high yield in the presence of palladium, a suitable ligand, and NaOt-Bu. Functionalized aryl iodides give good yields of the corresponding arylamines when Cs2CO3 is substituted as the base.

Visible-Light-Mediated Aerobic Oxidative C(sp3)?C(sp3) Bond Cleavage of Morpholine Derivatives Using 4CzIPN as a Photocatalyst

Herein, a metal-free strategy for the aerobic oxidative cleavage of the inert C(sp3)?C(sp3) bond was developed. Deconstruction of morpholine derivatives was conducted using visible light as an energy source and O2 as an oxidant under mild conditions. This procedure demonstrated suitable selectivity and functional group tolerance. Moreover, a possible mechanism involving a radical process was proposed based on a series of mechanism exploration and control experiments. (Figure presented.).

Selective electrochemical: Para -thiocyanation of aromatic amines under metal-, oxidant- And exogenous-electrolyte-free conditions

An electrochemical oxidative para-C-H-thiocyanation of aromatic amines has been developed to construct thiocyanato aromatic compounds under metal-, oxidant-, and exogenous-electrolyte-free conditions in an undivided cell. The transformation is compatible

Morpholine derivative oxidation ring-opening method and product thereof

The invention relates to a morpholine derivative oxidation ring-opening method and a product thereof, and belongs to the technical field of compound preparation. The method for promoting oxidative cracking of C (sp3)-C (sp3) bonds of a morpholine derivative by visible light has been successfully developed under the inspiration of the design concept of visible light induced C (sp3)-C (sp3) bond cracking. According to the morpholine derivative oxidation ring-opening method, C (sp3)-C (sp3) bonds without ring stress are cracked by using visible light as an energy source and O2 as a final oxidizing agent, use of transition metal, high temperature, high pressure and chemical equivalent dangerous oxidizing agents is avoided, good functional group tolerance is established, 30 substrates are obtained, the yield is as high as 83%, and a supplementary scheme is provided for realizing oxidative cracking of the morpholine derivative under a mild condition.

Catalytic and Aerobic Oxidative Biaryl Coupling of Anilines Using a Recyclable Heterogeneous Catalyst for Synthesis of Benzidines and Bicarbazoles

In this study, a heterogeneous rhodium-catalyzed oxidative homocoupling reaction of anilines utilizing molecular oxygen as the sole oxidant is reported. Employing a commercially available and recyclable Rh/C catalyst enabled the oxidative dimerization of various anilines, including N,N-disubstituted and N-monosubstituted anilines, as well as diarylamines, triarylamines, and carbazoles. Additionally, the catalytic protocol was extended to the ortho-ortho coupling of anilines, affording 2,2′-diaminobiphenyls with high regioselectivity. Notably, the developed approach provides rapid access to diversely functionalized benzidines and diaminobiphenyls in an operationally simple, practical, and environmentally friendly manner.

Practical Catalytic Cleavage of C(sp3)?C(sp3) Bonds in Amines

The selective cleavage of thermodynamically stable C(sp3)?C(sp3) single bonds is rare compared to their ubiquitous formation. Herein, we describe a general methodology for such transformations using homogeneous copper-based catalysts in the presence of air. The utility of this novel methodology is demonstrated for Cα?Cβ bond scission in >70 amines with excellent functional group tolerance. This transformation establishes tertiary amines as a general synthon for amides and provides valuable possibilities for their scalable functionalization in, for example, natural products and bioactive molecules.

[Pd(IPr*R)(acac)Cl]: Efficient bulky Pd-NHC catalyst for Buchwald-Hartwig C-N cross-coupling reaction

A series of bulky palladium catalysts based on N-heterocyclic carbene, (Pd(NHC)(acac)Cl: NHC = IPr*me = N,N′-bis(2,6-bis(di-p-tolylmethyl)-4-methylphenyl)-imidazol-2 -ylidene, Pd(IPr*me)(acac)Cl; NHC = IPr*ipr = N,N′-bis(2,6-bis(di-4-isopropylphenyl)-4-methylphenyl)-imidazol-2 -ylidene, Pd(IPr*ipr)(acac)Cl; and NHC = IPr*tBu = N,N′-bis(2,6-bis(di-4-(tert-butyl)phenyl)- 4-methylphenyl)- imidazol-2-ylidene, Pd(IPr*tBu)(acac)Cl; acac = acetylacetonate), have been designed and synthesized. These three new catalysts showed much better catalytic activity in the Buchwald?Hartwig arylamination coupling reaction as compare to the earlier congener (IPr*)Pd(acac)Cl (IPr* = N,N′-bis(2,6-diphenylmethyl)-4-methylphenylimidazol-2-ylidene). The highly active PdII precatalyst [Pd(IPr*me)(acac)Cl] has been fully explored by using a wide range of substrates with different electronic and steric demands of coupling partners, for which up to 99% isolated yields were obtained. Remarkably, the moderate isolated yield was obtained for the challenging coupling of the amine bearing very bulky groups.

Synthesis of Arylamines via Non-Aerobic Dehydrogenation Using a Palladium/Carbon-Ethylene System

The reaction of cyclohexanones with amines proceeded under an ethylene atmosphere in the presence of a catalytic amount of palladium/carbon to afford a variety of arylamines in good to high yields. The present reaction was carried out under completely non-aerobic conditions, and which is in contrast with the previously reported aerobic system. has wide applicability affording a variety of aromatic amines, and co-product of the reaction is only gaseous ethane. Thus, this method is environmentally friendly. This protocol was applied intramolecularly to provide a novel method for the construction of quinoline and isoquinoline compounds. (Figure presented.).

Copper-catalyzed aerobic oxidative amination of arylboronic acid with aminal under base-free conditions

A new process involving copper-catalyzed oxidative amination reaction of various arylboronic acids with aminals under mild conditions has been developed. The key copper-amide species involved in the C-N bond-forming process was generated via C-N bond cleavage of aminal under base-free conditions. Moderate yields of desired amination products can be obtained under mild conditions when air was served as oxidant and PhCO2H was used as an additive.