55088-80-7

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 14114-05-7 cyclopropyltriphenylphosphonium bromide 
• 728918-01-2 acetic acid (1-benzenesulfinyl-cyclopropyl)-p-tolyl-methyl ester 
• 688358-89-6 pentachlorophenyl cyclopropyl sulfone 
• 7333-63-3 4-bromobutylphosphonium bromide 
• 14633-95-5 triphenylphosphonium cyclopropylide 
• 144453-16-7 1-(phenylthio)cyclopropyl-1-(4-methylphenyl)-methanol 
• 728917-92-8 toluene-4-sulfonic acid (1-benzenesulfonyl-cyclopropyl)-p-tolyl-methyl ester 
• 728917-91-7 benzoic acid (1-benzenesulfonyl-cyclopropyl)-p-tolyl-methyl ester 
• 728917-90-6 acetic acid (1-benzenesulfonyl-cyclopropyl)-p-tolyl-methyl ester 
• 728917-94-0 1-[(1-Benzenesulfonyl-cyclopropyl)-chloro-methyl]-4-methyl-benzene 
• 3607-17-8 3-bromopropyltriphenylphosphonium bromide 
• 39110-21-9 [(4-methylphenyl)methylene]triphenylphosphorane 
• 74592-24-8 Cyclopropanone Ethyl Hemiketal Magnesium Iodide 

Downstream Products

• 104375-68-0 N-(4-toluenesulfonyl)-2-(4-methylphenyl)pyrrolidine 
• 128994-27-4 (S)-γ-(4-methylphenyl)-γ-butyrolactone 
• 126135-41-9 (R)-γ-(4-methylphenyl)-γ-butyrolactone 
• 1381987-18-3 11-phenyl-6-(p-tolyl)-5,6,9,10-tetrahydro-5,10-(azenometheno)benzo[8]annulen-7(8H)-one 
• 1620003-94-2 N-(2-methoxy-6-(4-(p-tolyl)-5-oxa-6-azaspiro[2.4]hept-6-en-7-yl)phenyl)formamide 
• 1620003-95-3 N-(4-fluoro-2-(4-(p-tolyl)-5-oxa-6-azaspiro[2.4]hept-6-en-7-yl)phenyl)formamide 
• 1620003-96-4 N-(4-methyl-2-(4-(p-tolyl)-5-oxa-6-azaspiro[2.4]hept-6-en-7-yl)phenyl)formamide 
• 1620003-97-5 N-(4-chloro-2-(4-(p-tolyl)-5-oxa-6-azaspiro[2.4]hept-6-en-7-yl)phenyl)formamide 
• 1620003-98-6 N-(4,5-dimethoxy-2-(4-(p-tolyl)-5-oxa-6-azaspiro[2.4]hept-6-en-7-yl)phenyl)formamide 

Relevant academic research and scientific papers

Gem-Difluorination of Methylenecyclopropanes (MCPs) Featuring a Wagner-Meerwein Rearrangement: Synthesis of 2-Arylsubstituted gem-Difluorocyclobutanes

The geminal difluorocyclobutane core is a valuable structural element in medicinal chemistry. Strategies for gem-difluorocyclobutanes, especially the 2-substituted cases, are limiting and often suffer from harsh reaction conditions. Reported herein is a m

Copper-Catalyzed Enantioselective Arylation via Radical-Mediated C-C Bond Cleavage: Synthesis of Chiral ω,ω-Diaryl Alkyl Nitriles

The first example of copper-catalyzed ring-opening, enantioselective arylation of cyclic ketoxime esters to access ω,ω-diaryl alkyl nitriles has been developed in high yield (up to 92% yield) with excellent enantioselectivity (up to 91% ee). Side-arm bis(oxazoline) ligand plays a significant role in this asymmetric catalytic transformation, which provides an efficient route to construct diverse chiral ω,ω-diaryl alkyl nitriles. Synthetic utility has also been demonstrated in the further derivatization of the ω,ω-diaryl alkyl nitrile to the corresponding amide.

Nickel-Catalyzed Favorskii-Type Rearrangement of Cyclobutanone Oxime Esters to Cyclopropanecarbonitriles

A nickel-catalyzed base-promoted rearrangement of cyclobutanone oxime esters to cyclopropanecarbonitriles was developed. The ring opening of cyclobutanone oxime esters occurs at the sterically less hindered side. A base-promoted nickelacyclobutane intermediate, formed in situ, is assumed to be involved in the formation of the product.

Cobalt(iii)-catalyzed redox-neutral [4+2]-annulation ofN-chlorobenzamides/acrylamides with alkylidenecyclopropanes at room temperature

An efficient synthesis of substituted 3,4-dihydroisoquinolinones through [4+2]-annulation ofN-chlorobenzamides/acrylamides having a monodentate directing group with alkylidenecyclopropanes in the presence of a less expensive, highly abundant and air stable Co(iii) catalystviaa C-H activation is demonstrated. In this reaction, the N-Cl bond ofN-chlorobenzamide serves as an internal oxidant and thus an external metal oxidant is avoided. The 3,4-dihydroisoquinolinone derivatives are converted successfully into the highly useful imidoyl chloride derivatives. The deuterium labeling and kinetic isolabelling studies reveal that the C-H activation is a rate-determining step in this cyclization reaction.

Rhodium-Catalyzed Ring-Opening Hydroacylation of Alkylidenecyclopropanes with Chelating Aldehydes for the Synthesis of γ,δ-Unsaturated Ketones

The first intermolecular ring-opening hydroacylation of alkylidenecyclopropanes with chelating aldehydes through a rhodium-catalyzed acrylamide-promoted protocol is reported. This highly efficient catalytic system enables the direct synthesis of a diverse

Visible-Light-Catalyzed C-C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes

A novel visible-light-catalyzed sulfonylation/arylation of carbon-carbon σ-bond with sulfonyl chlorides for the synthesis of 3-sulfonylated 1,2-dihydronaphthalenes is developed. This difunctionalization proceeds via a sequence of C=C bond sulfonylation, C-C σ-bond cleavage, and intramolecular cyclization, and the experiment result shows that the C-C σ-bond difunctionalization reaction includes a radical process. This strategy provides a simple and convenient route for difunctionalization of C-C bonds with an aromatic carbon and a sulfonyl radical by one-pot construction of a C-S bond and a new C-C bond.

Enantioselective Radical Ring-Opening Cyanation of Oxime Esters by Dual Photoredox and Copper Catalysis

Catalytic enantioselective chemical reactions involving highly reactive radical species remain largely unexplored. We report herein for the first time a novel enantioselective radical ring-opening cyanation of redox-active oxime esters by dual photoreodox

Transition Metal-Free Difunctionalization of C?C Bond with Sodium Sulfinates and Water Leading to (E)-1-Phenyl-4-sulfonylbut-1-enes

Without using any transitionmetal and base, an eco-friendly, practical and economical protocol has been established for the one-pot synthesis of diverse (E)-1-phenyl-4-sulfonylbut-1-enes from easily accessible starting materials. This strategy features a wide substrate scope, tolerates a broad range of functional groups, employs a less expensive oxidant, is operationally simple, and can be easily scaled-up. (Figure presented.).

Cu-Catalyzed Redox-Neutral Ring Cleavage of Cycloketone O-Acyl Oximes: Chemodivergent Access to Distal Oxygenated Nitriles

A chemodivergent copper-catalyzed ring opening of cycloketone oximes via radical-mediated C-C bond cleavage under redox-neutral conditions is described. This method allows the divergent synthesis of γ- and δ-acyloxylated, alkoxylated, and hydroxylated nitriles while avoiding the use of toxic cyanide reagents. Moreover, these reactions proceed under very mild conditions with good functional group tolerance. Notably, ring-opening reactions of the less-strained substrate cyclopentanone oxime also proceeded well under the established conditions.

Organoselenium-Catalyzed Oxidative Ring Expansion of Methylenecyclopropanes with Hydrogen Peroxide

Catalyst screening and optimization of reaction conditions allowed control of the organoselenium-catalyzed oxidative ring expansion of highly active methylenecyclopropanes to give substituted cyclobutanones selectively. This protocol employs H2O2 as a clean oxidant and generates no waste and, therefore, provides green access to useful, but not readily available, substituted cyclobutanones under mild conditions.