64371-64-8

Upstream product

• 1713-33-3 1,2-epoxy-1-methylcyclohexane 
• 5707-04-0 Phenylselenyl chloride 
• 1713-33-3 cis-1,2-epoxy-1-methylcyclohexane 
• 591-49-1 1-methylcyclohex-1-ene 
• 4648-54-8 trimethylsilylazide 
• 63591-12-8 trimethylsilyl 2-methoxyacetate 
• 75-05-8 acetonitrile 
• 51558-91-9 1-methyl-2-(phenylselanyl)cyclohexan-1-ol 

Relevant academic research and scientific papers

A phosphonium ylide as a visible light organophotoredox catalyst

A phosphonium ylide-based visible light organophotoredox catalyst has been designed and successfully applied to halohydrin synthesis using trichloroacetonitrile and epoxides. An oxidative quenching cycle by the ylide catalyst was established, which was confirmed by experimental mechanistic studies.

Selective conversion of epoxides to vic-halo alcohols and symmetrical or unsymmetrical dihalides by triphenylphosphine/2,3-dichloro-5,6-dicyano-1,4- benzoquinone (DDQ) in the presence of quaternary ammonium halides

A new method is described for the efficient and selective conversion of epoxides to vic-halo alcohols or symmetrical and unsymmetrical dihalides using PPh3/DDQ/R4NX (X = Cl, Br, I) as a mixed-reagent system.

Niobium pentachloride catalysed ring opening of epoxides

Epoxide ring opening is a frequently required transformation in Organic Synthesis. In this paper we describe the application of NbCl5 for this purpose using three different substrates. Chlorohydrins, 1,2-diols, products containing solvent resid

Dichlorotin oxide-catalyzed new direct functionalization of olefins: Synthesis of trans β-azidohydrins and 1,2-diols

We have succeeded in developing direct syntheses of trans β- azidohydrins and trans 1,2-diol derivatives from olefins catalyzed by dichlorotin oxide. The regioselectivity of these reactions with tri- substituted olefins is high (10:1 in the synthesis of 1,2-diol derivatives) to excellent (>99:1 in the synthesis of azidohydrins). It has been found that these reactions do not proceed via epoxides. (C) 2000 Elsevier Science Ltd.

TRANS 1,2-FUNCTIONALIZATION OF CYCLOALKENES USING SELENIUM INTERMEDIATES

The reaction of excess phenylselenenyl halides with trisubstituted cyclic olefins in aqueous acetonitrile is regio- and stereospecific and affords trans halohydrins in excellent yields.The reaction proceeds through the formation of a β-hydroxyalkyl phenyl selenide which evolves to halohydrin presumably via an epoxy-intermediate.

Use of Polymeric Phosphine-Halogen Complexes in the Conversion of Epoxides to Halohydrins

Polystyryldiphenylphosphine-halogen complexes are convenient reagents for converting epoxides to halohydrins under mild and non-acidic conditions.The method requires only a filtration and evaporation process for product isolation.

An Easy and Efficient Epoxide Opening to give Halohydrins using Tin(II) Halides

Epoxides are readily converted into halohydrins by tin(II) halides in a variety of solvents.

A NEW GENERAL SYNTHESIS OF HALOHYDRINS

A new synthetic method has been devised for the rapid conversion of epoxides to chloro-, bromo- and iodo-hydrins in quantitative yield, under mild conditions and in the absence of protic acids.