40618-87-9

Usage

Uses

Used in Photoaffinity Labelling:
2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxime is used as an intermediate in the synthesis of a diazirine photophore for photoaffinity labeling. Photoaffinity labeling is a technique used in biochemistry and molecular biology to study the interactions between molecules, such as proteins and their ligands. 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxiMe's role in the synthesis of the diazirine photophore allows for the creation of a highly reactive species that can covalently bind to target molecules upon exposure to light, providing valuable insights into molecular interactions and mechanisms.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxime is used as a key intermediate in the development of new drugs and therapeutic agents. Its unique chemical structure and properties make it a promising candidate for the design and synthesis of novel compounds with potential applications in various therapeutic areas, such as cancer, inflammation, and infectious diseases.
Used in Chemical Synthesis:
2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxime is also used in the chemical synthesis of various organic compounds. Its versatile structure allows for further functionalization and modification, enabling the creation of a wide range of molecules with diverse applications in the fields of materials science, pharmaceuticals, and agrochemicals.

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 655-25-4 2,2,2-trifluoroacetophenone oxime 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 73899-14-6 3-phenyl-3-(trifluoromethyl)-3H-diazirine 
• 40618-96-0 3-phenyl-3-(trifluoromethyl)diaziridine 
• 434-45-7 2,2,2-Trifluoroacetophenone 

Relevant academic research and scientific papers

Photochemical Cyclopropenation of Alkynes with Diazirines as Carbene Precursors in Continuous Flow

An efficient synthesis of 3-trifluoromethyl-3-aryl-cyclopropenes via the cyclopropenation reaction of alkynes with photolytically generated carbenes from diazirine compounds is described. This reaction is performed in continuous flow using readily available LEDs under mild reaction conditions. This new and efficient method describes the synthesis of 25 examples of 3-trifluoromethyl-3-aryl-cyclopropenes with yields up to 97%, achieved in continuous flow with a 5 min residence time. Control experiments highlighted that diazirines are more efficient than diazo compounds for this transformation.

Photodecarboxylative Amination of Redox-Active Esters with Diazirines

Diazirines have been recently demonstrated to serve as electrophilic amination reagents that afford diaziridines, versatile heterocycles that are readily transformed into amines, hydrazines, and nitrogen-containing heterocycles. Here, we report the photodecarboxylative amination of redox-active esters with diazirines using inexpensive photoactivators under mild conditions with an enhanced scope for primary substrates. The stability of diazirines to blue light is demonstrated, paving the way for further research into other photochemical amination methods with these unique heterocycles.

PROCESSES AND COMPOUNDS FOR THE DECARBOXYLATIVE AMINATION OF REDOX-ACTIVE ESTERS WITH DIAZIRINES

The invention described herein relates generally to processes for the synthesis of amine-containing organic compounds. More specifically, described herein relates to processes for the decarboxylative amination of redox-active esters with diazirines and the products formed thereof. Compounds for use in the above processes are also described.

Decarboxylative Amination: Diazirines as Single and Double Electrophilic Nitrogen Transfer Reagents

The ubiquity of nitrogen-containing small molecules in medicine necessitates the continued search for improved methods for C-N bond formation. Electrophilic amination often requires a disparate toolkit of reagents whose selection depends on the specific structure and functionality of the substrate to be aminated. Further, many of these reagents are challenging to handle, engage in undesired side reactions, and function only within a narrow scope. Here we report the use of diazirines as practical reagents for the decarboxylative amination of simple and complex redox-active esters. The diaziridines thus produced are readily diversifiable to amines, hydrazines, and nitrogen-containing heterocycles in one step. The reaction has also been applied in fluorous phase synthesis with a perfluorinated diazirine.

Alternative one-pot synthesis of (trifluoromethyl)phenyldiazirines from tosyloxime derivatives: Application for new synthesis of optically pure diazirinylphenylalanines for photoaffinity labeling

Alternative one-pot synthesis of 3-(trifluoromethyl)-3-phenyldiazirine derivatives from corresponding tosyloximes is developed. The deprotonation of intermediate diaziridine by NH2- is a new approach for construction of diazirine. Moreover, a novel synthesis of optically pure (trifluoromethyl)diazirinylphenylalanine derivatives was attempted involving these methods.

COSMETIC USE OF AND COSMETIC COMPOUND CONTAINING PHOTOREACTIVE COMPOUND, PHOTOREACTIVE POLYAMINE AND POLYAMINE SHEET

A use of a polyamine sheet usable for cosmetic purposes is disclosed. A photoreactive polyamine utilized for the creation of this polyamine sheet, and a photoreactive compound that comprises a raw material for this photoreactive polyamine is also disclosed as well as their use for cosmetic purposes and cosmetic compounds containing the same. A photoreactive compound having a diazirine group as a photoreactive group, a photoreactive polyamine compound created from this photoreactive compound and polyamine, a polyamine sheet utilizing this photoreactive polyamine compound, and production methods thereof are disclosed along with their cosmetic uses and cosmetic compounds containing the same.