2415-82-9

Upstream product

• 1796-39-0 7,7-Dichlor-1-phenylbicyclo<4.1.0>heptan 
• 75-11-6 diiodomethane 
• 771-98-2 1-Phenylcyclohexene 
• 54780-61-9 2-phenylmethylenecyclohexane 
• 14399-53-2 bis(iodomethyl)zinc 
• 16510-83-1 trans-1,2-dichloro-1-methylcyclohexane 
• 591-49-1 1-methylcyclohex-1-ene 
• 16642-49-2 1-chloro-2-methylcyclohexene 
• 591-51-5 phenyllithium 
• 133490-17-2 (1,1-Bis-methylselanyl-hept-6-enyl)-benzene 

Downstream Products

• 2928-43-0 2-biphenylmethanol 
• 54780-61-9 2-phenylmethylenecyclohexane 
• 62687-37-0 2,2-Dimethyl-1-(3-methyl-2-phenyl-cyclohex-2-enyl)-propan-1-one 
• 1560-00-5 trans-1-phenyl-2-methylcyclohexane 
• 19217-54-0 3-phenylcycloheptene 

Relevant academic research and scientific papers

Lewis Base-Promoted Ring-Opening 1,3-Dioxygenation of Unactivated Cyclopropanes Using a Hypervalent Iodine Reagent

A facile and effective system has been developed for the regio- and chemoselective ring-opening/electrophilic functionalization of cyclopropanes through C?C bond activation by [bis(trifluoroacetoxy)iodo]benzene with the aid of the Lewis basic promoter p-toluenesulfonamide. The p-toluenesulfonamide-promoted system works well for a wide range of cyclopropanes, resulting in the formation of 1,3-diol products in good yields and regioselectivity.

Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover

A benchtop stable, bifunctional reagent for the redox-neutral cyclopropanation of olefins has been developed. Triethylammonium bis(catecholato)iodomethylsilicate can be readily prepared on multigram scale. Using this reagent in combination with an organic photocatalyst and visible light, cyclopropanation of an array of olefins, including trifluoromethyl- and pinacolatoboryl-substituted alkenes, can be accomplished in a matter of hours. The reaction is highly tolerant of traditionally reactive functional groups (carboxylic acids, basic heterocycles, alkyl halides, etc.) and permits the chemoselective cyclopropanation of polyolefinated compounds. Mechanistic interrogation revealed that the reaction proceeds via a rapid anionic 3-exo-tet ring closure, a pathway consistent with experimental and computational data.

Synergistic effect of additives on cyclopropanation of olefins

An efficient cyclopropanation of olefins with Zn(CH2I) 2, a catalytic amount of CCl3CO2H, and 1,2-dimethoxyethane at room temperature is described. A wide variety of olefins, including acid-sensitive substrates,

Exploring new reactive species for cyclopropanation

An organozinc species RXZnCH2I generated by reacting Zn(CH2I)2 with RXH was found to be an efficient reagent for the cyclopropanation of olefins at room temperature. A 50.7% ee was obtained for the cyclopropanation of trans-β-methylstyrene when a chiral alcohol was used.

Regioselective syntheses of polycyclic compounds by carbanion-mediated polycyclisation of olefins

This paper reports straightforward syntheses of 1-aryl-bicyclo-[n. 1.0]-alkanes, 1-aryl-bicyclo-[3.3.0]-alkanes and of 1-phenyl-1,4-dimethyl-cyclopentane from unsaturated benzylselenides which involve the organolithiums-mediated cyclisation of olefins and