17610-50-3

Upstream product

• 498-66-8 norborn-2-ene 
• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 4885-02-3 Dichloromethyl methyl ether 
• 45699-12-5 2-(methylamino)-4-methylpyridine 
• 67-56-1 methanol 
• 108-88-3 toluene 
• 67-66-3 chloroform 
• 498-66-8 norbornene 
• 143-33-9 sodium cyanide 

Relevant academic research and scientific papers

Rhodium(I)-catalyzed one-pot synthesis of dialkyl ketones from methanol and alkenes through directed sp3 C-H bond activation of N-methylamine

The hydroacylation of methanol with alkenes was developed using a catalytic system consisting of Rh(i), 2-amino-4-picoline and benzoic acid; the reaction is speculated to occur by the initial N-methylation of 2-amino-4-picoline with methanol, and the subsequent dehydrogenation of the resulting N-methylamine, followed by double chelation-assisted hydroimination of alkene with the imine to give dialkyl ketones after hydrolysis. The Royal Society of Chemistry.

Chemical transformations of cis-W(CO)4(C5H 5N)2 in the ring-opening metathesis polymerization of norbornene

The six-coordinate W0 complex cis-W(CO)4(C 5H5N)2 has been found to be active in the in situ formation of a carbene species from norbornene, which generates a typical ring-opening metathesis product (ROMP). A proposed mechanism of initiation suggests that the reaction involves a 2,3-hydrogen shift in the coordinated norbornene (η2 → η1). The initiating carbenoid group is identified from the products of the spontaneous carbene-CO coupling and Wittig reactions test. Formation of W(CO)3(η 6-C6H5CH3) when toluene is the solvent, followed by reaction with the carbene, is blamed for catalyst deactivation.

The CoCl2/Ph(Et)2N:BH3/CO system: Reactions of the borane and cobalt carbonyl species

The CoCl2/Ph(Et)2N:BH3/CO system is useful for the hydroboration and carbonylation of alkenes to obtain the corresponding dialkyl ketones. The cobalt carbonyl species formed in situ in this way is also useful for hydroacylation-cyclisation of norbornene and for the Pauson-Khand reaction.

Carbonylation of R2BI in the presence of NaCo(CO)4 and Na2Fe(CO)4: A simple synthesis of dialkyl ketones

Reaction of NaCo(CO)4 with R2BI under carbon monoxide at atmospheric pressure at room temperature readily gives the dialkyl ketones in good yields (61-85 percent) after H2O2/OH- oxidation.

NOVEL MECHANISM FOR THE CARBONYLATION AND HYDROFORMYLATION OF OLEFINS VIA CARBENE AND KETENE TYPE INTERMEDIATES

Stoichiometric hydroformylation and carbonylation of norbornene takes place in the presence of W(CO)3Cl2(AsPh3)2 and water or alcohol via initial formation of carbene and ketene type intermediates followed by nucleophilic addition of water or alcohol or a hydrido-metal species to the carbon-oxygen double bond of the ketene.

A SIMPLE SYNTHESIS OF DIALKYLKETONES FROM ALKENES VIA HYDROBORATION-CARBENOIDATION

Hydroboration of alkenes with sodium acetoxyborohydride (NaBH3OAc) followed by carbenoidation using NaoCH3/CHCl3 sytem and oxidation with H2O2/NaOH give dialkylketones.

Mechanism of Initiation of the Metathesis of Norbornene using W(CO)3Cl2(AsPh3)2 as Catalyst

Low molecular-weight derivatives obtained during ring-opening polymerisation of norbornene using W(CO)3Cl2(AsPh3)2 as catalyst indicate that a 2,3-hydrogen shift is a key step for the formation of the carbene initiator.