84235-34-7

Upstream product

• 1389327-48-3 N-((1R,2R,4S)-bicyclo[2.2.1]heptan-2-yl)-4-(trifluoromethyl)benzamide 
• 498-66-8 norborn-2-ene 
• 14370-45-7 (±)-endo-2-norbornylamine hydrochloride 
• 4576-48-1 bicyclo[2.2.1]heptan-2-one oxime 
• 497-38-1 2-norbornanone 
• 342029-20-3 C₇H₁₁BrZn 
• 72203-34-0 norbornene-2-carboxylate methyl ester 

Downstream Products

• 17216-10-3 1,3-bis(naphthalen-1-yloxy)propan-2-ol 
• 497-37-0 exo-2-norbornanol 
• 1438288-97-1 1-((1S,2R,4R)-bicyclo[2.2.1]heptan-2-yl)-3-(3-(trifluoromethyl)phenethyl)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 1438288-41-5 1-((1S,2R,4R)-bicyclo[2.2.1]heptan-2-yl)-3-(4-chlorophenethyl)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 1438288-40-4 1-((1S,2R,4R)-bicyclo[2.2.1]heptan-2-yl)-3-(3-chlorophenethyl)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 61277-90-5 exo-norborneol 
• 112836-13-2 (R)-(+)-endo-2-norbornyl acetate 
• 34640-76-1 (+-)-2exo-acetoxy-norbornane 
• 21301-95-1 Bicyclo<2.2.1>hept-exo-2-ylnitrat 

Relevant academic research and scientific papers

Potential Synthetic Adaptogens: V. Synthesis of Cage Monoamines by the Schwenk–Papa Reaction

The reduction of cage ketoximes under Schwenk–Papa reaction conditions was studied to establish that the d,l, d- and l-camphor oximes are smoothly reduced to the corresponding amines in high yields. At the same time, d,l-norcamphor and adamantan-2-one oximes undergo partial catalytic deoximation to form a mixture of the corresponding amines and alcohols.

Direct Primary Amination of Alkylmetals with NH-Oxaziridine

A method for the primary electrophilic amination of primary, secondary, and tertiary organometallic substrates from a bench-stable NH-oxaziridine reagent is described. This facile and highly chemoselective transformation occurs at ambient temperature and without transition metal catalysts or purification by column chromatography to provide alkylamine products in a single step. Density functional theory (DFT) calculations revealed that, despite the basicity of alkylmetals, the direct NH-transfer pathway is favored over proton and O-transfer.

Iridium-catalyzed intermolecular hydroamination of unactivated aliphatic alkenes with amides and sulfonamides

The intermolecular addition of N-H bonds to unactivated alkenes remains a challenging, but desirable, strategy for the synthesis of N-alkylamines. We report the intermolecular amination of unactivated α-olefins and bicycloalkenes with arylamides and sulfonamides to generate synthetically useful protected amine products in high yield. Mechanistic studies on this rare catalytic reaction revealed a resting state that is the product of N-H bond oxidative addition and coordination of the amide. Rapid, reversible dissociation of the amide precedes reaction with the alkene, but an intramolecular, kinetically significant rearrangement of the species occurs before this reaction with alkene.

COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS

The present invention relates to derivatized cyclofructan compounds, compositions comprising derivatized cyclofructan compounds, and methods of using compositions comprising derivatized cyclofructan compounds for chromatographic separations of chemical species, including enantiomers. Said compositions may comprise a solid support and/or polymers comprising derivatized cyclofructan compounds.

ISOXAZOLES AND THEIR USE IN THE TREATMENT OF ISCHEMIC DISEASES

The present invention provides a compound of formula I, or a pharmaceutically acceptable salt thereof. These compounds are useful for the treatment of neurological, neurodegenerative, ischemic and inflammatory disorders. Accordingly, the invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of utilizing those compounds and compositions in the treatment of neurological, neurodegenerative, ischemic and inflammatory disorders.

ORGANOBORANES FOR SYNTHESIS. 7. AN IMPROVED GENERAL SYNTHESIS OF PRIMARY AMINES FROM ALKENES via HYDROBORATION-ORGANOBORANE CHEMISTRY

Triorganylboranes, R3B, and diorganylborinicesters, R2BOR', react readily with preformed chloramine or hydroxylamine-O-sulfonic acid to produce the corresponding primary amines, RNH2.However, the product of the reaction following hydrolysis is the boronic acid, RB(OH)2, limiting the yield to 67percent for R3B and to 50percent for R2BOR'.This problem has now been overcome with the help of lithium dimethylborohydride, readily converted in situ to dimethylborane.The hydroboration of representative alkenes by dimethylborane provides the corresponding monoorganyldimethylborane, RMe2B.Treatment of this intermediate with hydroxylamine-O-sulfonic acid provides the desired amines, RNH2, in isolated yields of 73percent to 95percent.The reaction proceeds with complete retention, reproducing the precise structure of the organic group in the organoboranes, RMe2B.

2-Norbornanediazonium Ions Revisited

The reactions of 2-norbornanediazonium ions have been reinvestigated with the aid of optically active and deuterium-labeled precursors.Enantiomeric purities were determined by direct VPC methods, and deuterium distributions by 2H NMR spectroscopy.The product pattern is strongly affected by the polarity of the solvent. exo-Diazonium ions 13 in water yield racemic exo alcohol (s,kΔ) of the norbornadiazonium ions.Optically active exo products are typical of nonpolar solvents and originate most probably from assymetric ion pairs.Model studies with optically active bicyclooct-3-en-2-amine (36) provide conclusive evidence that ion-pair colapse may lead to optically active products even in the case of delocalized achiral carbocations.