66838-79-7

Upstream product

• 106-95-6 allyl bromide 
• 30980-11-1 N-cyclohexylsulfinylamine 
• 76403-26-4 1-Allyl-1-isocyanato-cyclohexane 
• 76403-35-5 methyl (1-prop-2-en-1-ylcyclohexyl)carbamate 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 19573-22-9 cyclohexyl azide 
• 108-94-1 cyclohexanone 
• 108-91-8 cyclohexylamine 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 243671-25-2 N-(1-allylcyclohexyl)-p-toluenesulfonamide 
• 1242422-63-4 C₂₀H₂₆N₂O 
• 1609547-89-8 N-(1-allylcyclohexyl)-4,6-dichloropyrimidin-2-amine 
• 1609547-90-1 S-(1-(1-((4,6-dichloropyrimidin-2-yl)amino)cyclohexyl)-4-(1,3-dioxoisoindolin-2-yl)butan-2-yl)-O-ethyl carbonodithioate 

Relevant academic research and scientific papers

Primary α-tertiary amine synthesis via α-C-H functionalization

A quinone-mediated general synthetic platform for the construction of primary α-tertiary amines from abundant primary α-branched amine starting materials is described. This procedure pivots on the efficient in situ generation of reactive ketimine intermediates and subsequent reaction with carbon-centered nucleophiles such as organomagnesium and organolithium reagents, and TMSCN, creating quaternary centers. Furthermore, extension to reverse polarity photoredox catalysis enables reactivity with electrophiles, via a nucleophilic α-amino radical intermediate. This efficient, broadly applicable and scalable amine-to-amine synthetic platform was successfully applied to library and API synthesis and in the functionalization of drug molecules.

Catalytic Manufacturing Method for Imine Having No Substituent Group on the Nitrogen, and Use for the Imine Produced

The present invention relates to a method for manufacturing an imine having no substituent group on the nitrogen by using, as a catalyst, a metal complex on an organic azide compound, and more specifically relates to a method in which a metal-complex catalyst is used to produce, from an organic azide having an alpha-hydrogen, an imine having no substituent group on the nitrogen via a continuous nitrogen removal and 1,2-hydrogen transfer reaction. The imine having no substituent group on the nitrogen manufactured by means of the method of the present invention can synthesise diverse coupling products comprising amine compounds by means of reactions with diverse nucleophiles.

Carbon radical attack on a pyrimidine nitrogen. An unusual entry into polycyclic aminopyrimidones

Unprecedented examples of a synthetically useful radical ring closure onto a pyrimidine nitrogen leading to novel, highly functionalized bi- and tricyclic pyrimidone structures are reported. An unexpected hydrogen atom translocation prior to the cyclization step was observed in some cases.

Characterization and utility of N-unsubstituted imines synthesized from alkyl azides by ruthenium catalysis

Shine a light: A fluorescent light-induced synthetic method for the title compounds has been developed and the chemoselective nature of the reaction is highlighted by the observation of the cis/trans isomers of various N-unsubstituted imines. The synthetic utility of this method is demonstrated by the one-pot imine formation/asymmetric allylation sequence of benzyl azide catalyzed by 1. (Ipc=isopinocampheyl). Copyright

Synthesis and evaluation of a new series of Neuropeptide S receptor antagonists

Administration of Neuropeptide S (NPS) has been shown to produce arousal, that is, independent of novelty and to induce wakefulness by suppressing all stages of sleep, as demonstrated by EEG recordings in rat. Medicinal chemistry efforts have identified a quinolinone class of potent NPSR antagonists that readily cross the blood-brain barrier. We detail here optimization efforts resulting in the identification of a potent NPSR antagonist which dose-dependently and specifically inhibited 125I-NPS binding in the CNS when administered to rats.

Palladium-catalyzed carbonylation of homoallylic amine derivatives in the presence of a copper co-catalyst

γ-Lactams were synthesized from N-tosylhomoallylamines by a carbonylation reaction catalyzed by palladium and copper salts under the normal pressure of CO and O2 at room temperature. Monocarbonylation proceeded by the use of [PdCl2(C