24104-20-9

Upstream product

• 119-61-9 benzophenone 
• 33462-81-6 cyclopropyldiphenylsulfonium tetrafluoroborate 
• 67997-66-4 N-<1-(α-Hydroxybenzhydryl)cyclopropyl>formamid 
• 7632-57-7 diphenylmethylenecyclopropene 
• 74-85-1 ethene 
• 525-06-4 diphenyl ketene 

Downstream Products

• 15324-42-2 2,2-diphenylcyclopentanone 
• 16020-97-6 3,3-diphenylcyclopentanone 
• 286850-88-2 (2,2-diphenylcyclobutyl) acetic acid 2-thioxo-2H-pyridin-1-yl ester 
• 286850-86-0 (2,2-diphenylcyclobutyl)acetic acid 
• 286850-97-3 2,2-diphenylcyclobutylcarbinyl radical 
• 286850-92-8 2,2-diphenyl-1-(N-methoxy-N-methylcarbonylmethyl)cyclobutane 
• 10347-50-9 methyl 4,4-diphenylbutanoate 

Relevant academic research and scientific papers

A convenient synthesis of 2,2-diarylcyclobutanones by cerium(IV) ammonium nitrate (CAN) mediated oxidation of methylenecyclopropanes (MCPs)

Oxidative ring expansion of methylenecyclopropanes with CAN under oxygen atmosphere was investigated. A facile conversion affording 2,2- diarylcyclobutanones occurred in good yields. Georg Thieme Verlag Stuttgart.

Intermediacy of cyclobutylidene in photochemical methylenecyclopropane rearrangement

Methylenecyclopropane 1 undergoes photochemical rearrangement to 2. Intervention of cyclobutylidene 3 explains not only the rearrangement but also newly obtained products such as cyclobutene 4 and cyclobutylidenecyclobutane 6. Experiments designed to generate cyclobutylidene 3 independently have provided some support for the intermediacy of 3.

Ceric(IV)-mediated reaction of methylenecyclopropanes in organic synthesis: A facile access to dihydrofurans and cyclobutanones

Alkylidenecyclopropanes undergo CAN-mediated addition reactions with 1,3-dicarbonyl compounds or ring rearrangement reactions leading to dihydrofuran and cyclobutanone derivatives, respectively, in moderate yields. Georg Thieme Verlag Stuttgart.

MICROBIOCIDAL PICOLINAMIDE DERIVATIVES

The application relates to picolinamide derivatives of the formula (I). The compounds are useful as pesticides, especially fungicides, in agriculture or horticulture.

Visible-Light-Induced Aza-Pinacol Rearrangement: Ring Expansion of Alkylidenecyclopropanes

A novel visible-light-induced aza-pinacol rearrangement was developed for the first time. In this approach, the addition of the N-centered radical to the C=C bond of alkylidenecyclopropanes delivers a variety of cyclobutanimines and γ-butyrolactones, with

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.

Catalytic and regioselective ring expansion of arylcyclobutanones with trimethylsilyldiazomethane. Ligand-dependent entry to β-ketosilane or enolsilane adducts

Divergent reactivity is uncovered in the homologation of arylcyclobutanones with trimethylsilyldiazomethane. With Sc(OTf)3 as catalyst, enolsilanes are obtained with a high preference for methylene migration. By contrast, Sc(hfac)3 g

Dihalogenation of gem-aryl-disubstituted methylenecyclopropanes by DEAD, DIAD/TiX4 or free halogen

The reaction of gem-aryl-disubstituted methylenecyclopropanes with TiX 4/diethyl azodicarboxylate and TiX4/diisopropyl azodicarboxylate in 1,2-dichloroethane gave the dihalogenated ring-opened product, 2,4-dihalobut-1-ene, in moderate-to-excellent yields under mild conditions. On the basis of the proposed Orton-type mechanism, we found that this reaction can also be carried out with free halogens such as bromine or iodine to give the same products in good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Ring-Expansion of MCPs in the Presence of DIAD or DEAD and Lewis Acids

Treatment of methylenecyclopropanes (MCPs) with DIAD or DEAD in MeCN under mild conditions in the presence of Lewis acid Zr(OTf)4 gave the cyclobutanone ring-expansion products in good to high yields based on the employed DIAD or DEAD. From a d

Ozonolysis of allenes and alkylidenecyclopropanes (homoallenes)

Allenyl methyl ether (1) and (diphenylmethylene)cyclopropane (5) were ozonized with an ozone/oxygen mixture. Formation of the observed products cannot be satisfactorily rationalized via the familiar modified Criegee mechanism. However, a single-electron transfer (SET) mechanism provides a simple rationale.