33450-83-8

Upstream product

• 3234-51-3 1,1-dibromo-2-phenylcyclopropane 
• 592-41-6 1-hexene 
• 20282-89-7 ((tert-butylsulfonyl)methyl)benzene 
• 3112-88-7 Benzyl phenyl sulfone 
• 17763-67-6 Phenyl triflate 
• 55027-60-6 2-(benzyloxymethyl)-1,1-dibromocyclopropane 
• 100-42-5 styrene 
• 693-03-8 n-butyl magnesium bromide 
• 108-86-1 bromobenzene 
• 109-72-8 n-butyllithium 
• 32523-77-6 trans-1-bromo-2-phenylcyclopropane 

Relevant academic research and scientific papers

Palladium-catalyzed cross-coupling reaction of cyclopropylboronic acids with aryl triflates

In the presence of appropriate base and NaBr, the Suzuki- type reaction of aryl triflates and trans-cyclopropylboronic acids proceed readily to give pure trans-cyclopropylarenes in good to high yields. For the reaction of general aryl triflates, the base KF·2H2O is efficient, but in the case of aryl triflates bearing electron donating groups, KF·2H2O as a base makes the unexpected phenylaryl exchange between the phenyl of Pd(PPh3)4 and the aryl of triflate to occur. The use of K3PO4·3H2O instead of KF·2H2O can inhibit the unexpected phenyl-aryl exchange, but the yield of the product is somewhat decreased. The coupling reaction of aryl triflates with the optically active cyclopropylboronic acids, which were easily obtained in good yield and with good to excellent ee (up to 94%) by the asymmetric cyclopropanation of alkenylboronates with optically pure TMTA auxiliary, was also investigated. During the coupling reaction, the absolute configuration of the cyclopropyl group was retained. Thus, a novel method to prepare aryl- substituted cyclopropanes, including highly optically active cyclopropanes, from phenols or arylamines was provided.

Reaction of gem-dibromocyclopropanes or iodobenzofuran with trialkylmanganate

Treatment of gem-dibromocyclopropanes with trialkylmanganate, derived from manganese(II) chloride and three equivalents of Grignard reagent or alkyllithium, followed by an addition of electrophiles provided dialkylated cyclopropanes in good yields. It was

Conversion of non-activated alkenes into cyclopropanes with lithiated sulfones under nickel catalysis

Summary -Lithiated alkyl ierf-butyl sulfones convert alkenes into cyclopropane derivatives under nickel catalysis. The new reaction appears to differ from the known cyclopropanation reactions from both the stereochemical and the electronic points of view. Elsevier.

Dialkylation of gem-dibromocyclopropanes with trialkylmanganate and manganese(II) chloride-catalyzed reaction with alkylmagnesium bromide

Treatment of gem-dibromocyclopropanes with trialkylmanganate, derived from manganese(II) chloride and three equivalents of Grignard reagent or alkyllithium, followed by an addition of electrophiles provided dialkylated cyclopropanes in good yields. It was found the reaction with alkylmagnesium halide proceeded in the presence of a catalytic amount of manganese(II) chloride.

Cross-coupling reaction of cyclopropylboronic acid with bromoarenes

The cross-coupling reaction of trans-2-butylcyclopropylboronic acid with bromoarenes proceeds readily in the presence of Pd(PPh3)4 and K3PO4*3H2O to give stereodefined trans-2-butylcyclopropylarenes in high yields.

Stereoselective Carbon-Carbon Bond-Forming Reaction of 1,1-Dibromocyclopropanes via 1-Halocyclopropylzincates

Lithium trialkylzincates react efficiently with 1,1-dibromocyclopropanes 5 to give the corresponding alkylation products 7 nonstereoselectively.The reaction proceeds through a 1,2-alkyl migration of the intermediately formed zincate carbenoid 3 in an inve

Generation and alkylation reaction of lithium 1-halocyclopropylzincate

Lithium dialkyl (1-halocyclopropyl) zincates which are generated from 1, 1-dibromocyclopropanes undergo intramolecular alkylation to give 1-alkylcyclopropanes stereoselectively.