99419-64-4

Upstream product

• 1713-33-3 1,2-epoxy-1-methylcyclohexane 
• 5707-04-0 Phenylselenyl chloride 
• 591-49-1 1-methylcyclohex-1-ene 
• 4648-54-8 trimethylsilylazide 
• 63591-12-8 trimethylsilyl 2-methoxyacetate 
• 583-59-5 2-Methylcyclohexanol 
• 75-05-8 acetonitrile 
• 51558-91-9 1-methyl-2-(phenylselanyl)cyclohexan-1-ol 
• 1713-33-3 cis-1,2-epoxy-1-methylcyclohexane 

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.

One-Pot Synthesis of N-Substituted Alkylaminocyclohexanols by the Addition of Electrophiles Formed in situ in the System Н2О2 + HBr (HCl)

Highly selective one-pot synthesis of N-substituted aminocyclohexanols has been performed by hydroxyhalogenation of the corresponding cyclohexenes with electrophilic reagents formed in situ in the system Н2О2 + HHlg (Hlg = Cl, Br), with subsequent substitution of halogen atoms with amines. Some products were tested as antimicrobial additives to motor oils and cooling lubricants and showed high antibacterial and antifungal activity.

Trihaloisocyanuric Acid/Triphenylphosphine: An Efficient System for Regioselective Conversion of Epoxides into Vicinal Halohydrins and Vicinal Dihalides under Mild Conditions

A new synthetic method has been developed for the regioselective conversion of epoxides to vicinal chloro-/bromohydrins and vicinal dihalides by reaction with the system trihaloisocyanuric acid/tri?phenylphosphine in acetonitrile under mild and neutral conditions. The reactions proceed smoothly in high yield at room temperature and at reflux, respectively, over a short time.

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.

Efficient Nucleophilic Cleavage of Oxiranes to Chlorohydrins

SnCl2*2H2O-Mg and THF-H2O is an efficient system for the conversion of oxiranes into chlorhydrins.

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.