20718-17-6

Basic information

• Product Name: 2-oxo-2-phenylethylide,oxide ;;
• CAS NO: 20718-17-6
• Molecular Weight: 196.27
• Mol File: 20718-17-6.mol
• Article Data: 59

Chemical Properties

• CAS DataBase Reference: 2-oxo-2-phenylethylide,oxide ;;(CAS DataBase Reference)
• NIST Chemistry Reference: 2-oxo-2-phenylethylide,oxide ;;(20718-17-6)
• EPA Substance Registry System: 2-oxo-2-phenylethylide,oxide ;;(20718-17-6)

Safety Data

• Hazardous Substances Data: 20718-17-6(Hazardous Substances Data)

Upstream product

• 1030268-24-6 trimethylsulphoxonium iodide 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 1774-47-6 trimethylsulfoxonium iodide 
• 93-98-1 N-phenyl benzoyl amide 
• 101137-69-3 tert-butyl benzoyl(phenyl)carbamate 

Downstream Products

• 91954-81-3 1-phenyl-2-[2]pyridylamino-ethanone 
• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 74944-11-9 2-phenylimidazo[1,2-a]quinoline 
• 1254709-28-8 6-methyl-2-phenylimidazo[1,2-a]pyrazine 
• 15764-47-3 2-phenylimidazo(1,2-a)pyrimidine 
• 1609939-61-8 1,6-dimethyl-3-phenylbenzo[e][1,2]thiazine 1-oxide 
• 1609939-60-7 1-methyl-3-phenylbenzo[e][1,2]thiazine 1-oxide 

Relevant articles and documents

Catalyst- and Substrate-Dependent Chemodivergent Reactivity of Stabilised Sulfur Ylides with Salicylaldehydes

Stabilised sulfur ylides are synthetically appealing compounds, which reactivity under Br?nsted acid catalysis has been poorly explored. Herein, we report a new catalyst- and substrate- dependent chemodivergent reaction between stabilised sulfur ylides and salicylaldehydes, leading to the (suprising) formation of 2H-chromenes or dihydrobenzofurans products. Particular attention was set on the unusual mechanisms involved. Two unique reaction routes including two ylide units in the reactions are proposed. These pathways were validated by performing a selectivity switch in some cases, enabled by the modulation of the nucleophilicity of the sulfur ylide, and by the loading of the Br?nsted acid catalyst in the reaction. (Figure presented.).

Mechanism and Selectivity of Cyclopropanation of 3-Alkenyl-oxindoles with Sulfoxonium Ylides Catalyzed by a Chiral N, N′-Dioxide-Mg(II) Complex

The mechanism and stereoselectivity of an asymmetric cyclopropanation reaction between 3-alkenyl-oxindole and sulfoxonium ylide catalyzed by a chiral N,N′-dioxide-Mg(II) complex were explored using the B3LYP-D3(BJ) functional and the def2-TZVP basis set.

Synthesis of Pyrazolo[1,2-a]cinnolines via Rhodium(III)-Catalyzed [4+2] Annulation Reactions of Pyrazolidinones with Sulfoxonium Ylides

A method to synthesize pyrazolo[1,2-a]cinnolines via rhodium(III)-catalyzed C?H activation of pyrazolidinones and subsequent [4+2] annulation of sulfoxonium ylides was developed. 5-Substituted or 5,10-disubstituted pyrazolo[1,2-a]cinnolines could be obtained by slightly adjusting the reaction conditions. Gram-scale synthesis and practical transformations proved the practicability of this method. The mechanism of this method was proposed in the article on the basis of preliminary mechanistic results and previous reports. This method features simplified operation, metal-oxidant free, and readily available reactants. (Figure presented.).

Rhodium(iii)-catalyzed switchable C-H acylmethylation and annulation of 2,2′-bipyridine derivatives with sulfoxonium ylides

A novel protocol for Rh(iii)-catalyzed switchable C-H acylmethylation and annulation of 2,2′-bipyridine derivatives with sulfoxonium ylides is reported. This protocol provides a facile approach to synthesize structurally diverse acylmethylated 2,2′-bipyridine derivatives and acyl pyrido[2,3-a]indolizines with a broad range of functional group tolerance.