Saltar al contenido
MilliporeSigma
Todas las fotos(3)

Documentos

905844

Sigma-Aldrich

Dimethylsulfoxonium-4-(fluoro)benzoylmethylide

≥95%

Sinónimos:

2-(Dimethyl(oxo)-sulfaneylidene)-1-(4-fluorophenyl)ethan-1-one

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(3)

About This Item

Fórmula empírica (notación de Hill):
C10H11FO2S
Número de CAS:
2118974-82-4
Peso molecular:
214.26
UNSPSC Code:
12352101

assay

≥95%

form

solid

reaction suitability

reaction type: C-C Bond Formation

mp

112-116 °C

storage temp.

−20°C

General description

Sulfoxonium ylides are highly stable carbene precursors, serving as a safer alternative to diazo compounds as they that do not generate gases as byproducts. Sulfoxonium ylides have been shown to be effective in a wide array of transition metal catalyzed C-H functionalization and coupling reactions.

Other Notes

For additional technical information see Ketosulfoxonium Ylides: Safe, Versatile Carbene Equivalents

Coupling of Sulfoxonium Ylides with Arynes: A Direct Synthesis of Prochiral Aryl Ketosulfoxonium Ylides and Its Application in the Preparation of α-Aryl Ketones

related product

Referencia del producto
Descripción
Precios

905860

Dimethylsulfoxonium-4-(chloro)benzoylmethylide, ≥95%

905763

Dimethylsulfoxonium-4-(trifluoromethyl)benzoylmethylide, ≥95%

905771

Dimethylsulfoxonium-3-(methyl)benzoylmethylide, ≥95%

905798

Dimethylsulfoxonium-(isobutanoyl)methylide, ≥95%

905828

Dimethylsulfoxonium-3-(chloro)benzoylmethylide, ≥95%

905704

Dimethylsulfoxonium-(N-Boc(4-piperidinecarbonoyl)methylide, ≥95%

905690

Dimethylsulfoxonium-2-(chloro)benzoylmethylide, ≥95%

905682

Dimethylsulfoxonium-3-(pyridoyl)methylide, ≥95%

905674

Dimethylsulfoxonium-2-(thiophenoyl)methylide, ≥95%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

30362356
PubMed ID (for auto-filling citation data) null
Adaptation in health behavior: modern and traditional medicine in a West Mexican community.
C McClain
Social science & medicine, 11(5), 341-347 (1977-03-01)
Alexánder Garay Talero et al.
Organic letters, 20(22), 7206-7211 (2018-10-27)
A general, mild, and versatile synthesis of the challenging α-aryl-β-ketosulfoxonium ylides has been developed for the first time, substituting traditional methods starting from diazo compounds. The arylation of easily accessible β-ketosulfoxonium ylides using aryne chemistry allowed the preparation of a
James D Neuhaus et al.
Angewandte Chemie (International ed. in English), 57(49), 16215-16218 (2018-09-29)
A ruthenium-catalysed cross-olefination of diazo compounds and sulfoxonium ylides is presented. Our reaction design exploits the intrinsic difference in reactivity of diazo compounds and sulfoxonium ylides as both carbene precursors and nucleophiles, which results in a highly selective reaction.
Shuying Ji et al.
Organic letters, 20(18), 5981-5984 (2018-09-13)
A Cp*Co(III)-catalyzed C-H bond functionalization of a range of arenes by employing sulfoxonium ylides as carbene precursors instead of diazo compounds and other carbene precursors has been established. This reaction is highly efficient without any additive, possesses high step and
Ver todos los artículos relacionados

Contenido relacionado

Ketosulfoxonium Ylides

Ketosulfoxonium ylides serve as versatile carbene equivalents for large-scale reactions, releasing dimethyl sulfoxide biproducts.

Ellman Group – Professor Product Portal

The Ellman group has participated in the development of a variety of C-H functionalization methods. An electron rich phosphine ligand has proven to be very useful for a variety of Rh(I)-catalyzed C-C bond forming reactions applicable to heterocycle synthesis as exemplified in the recent Science paper “Proton Donor Acidity Controls Selectivity in Nonaromatic Nitrogen Heterocycle Synthesis.” Another useful ligand developed for the highly functional group compatible direct arylation of nitrogen heterocycles is described in a 2008 J. Am. Chem. Soc. paper “Rh(I)-Catalyzed Arylation of Heterocycles via C-H Bond Activation: Expanded Scope through Mechanistic Insight.” The Ellman group also developed the chiral amine reagent tert-Butanesulfinamide, which is extensively used in academics and industry for the asymmetric synthesis of amines. A comprehensive survey of tert-Butanesulfinamide methods and applications up through 2009 is provided in the 2010 Chemical Reviews article, “Synthesis and Applications of tert-Butanesulfinamide.”

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico