29127-87-5

Upstream product

• 119-61-9 benzophenone 
• 6092-80-4 phenoxyamine hydrochloride 
• 591-50-4 iodobenzene 
• 574-66-3 Benzophenone oxime 
• 98-80-6 phenylboronic acid 
• 29127-86-4 benzophenone oxime ; sodium salt 
• 1483-73-4 diphenyliodonium bromide 

Downstream Products

• 574-45-8 N-(diphenylmethylidene)phenylamine 
• 75729-97-4 hydroxy-4' phenyl-2 diphenyl-1,1 cetimine 
• 1013-88-3 Benzophenone imine 
• 119-61-9 benzophenone 
• 108-95-2 phenol 
• 109810-25-5 2-(benzhydrylamino)phenol 

Relevant academic research and scientific papers

Synthesis of α,β-Unsaturated N-Aryl Ketonitrones from Oximes and Diaryliodonium Salts: Observation of a Metal-Free N-Arylation Process

An efficient transition-metal-free method for the preparation of α,β-unsaturated N-aryl ketonitrones under mild conditions has been developed. This reaction shows good functional group tolerance for both electron-rich and electron-deficient substituents on both oximes and diaryliodonium salts. Two examples of gram-scale preparations have been realized in good yields. Further transformations of these nitrones to different N-heterocycles have been demonstrated. DFT calculations suggest that N-arylation products are formed by [1,3]-phenyl migration of an O-coordinated oximate complex via a four-centered transition state, while the O-arylation products are formed by [1,3]-phenyl migration of a N-coordinated oximate complex.

Cesium Carbonate Promoted Direct Arylation of Hydroxylamines and Oximes with Diaryliodonium Salts

A transition-metal-free approach for the arylation of hydroxylamines and oximes with diaryliodonium salts was developed. The reaction proceeded smoothly at room temperature in the presence of cesium carbonate. As a result, a wide range of N- and O-arylate

Polymer-supported copper complex for the direct synthesis of O-aryloxime ethers via cross-coupling of oximes and arylboronic acids

L-proline functionalized chloroacetylated polystyrene supported copper (II) complex was prepared and found to be effective for the cross-coupling reaction between aromatic oximes and arylboronic acids under mild conditions. Only catalytic amount of cataly

O-aryloxime ethers from the copper(II)-mediated cross-coupling of oximes and phenylboronic acids

A direct approach to O-aryloxime ethers by means of the first copper-mediated cross-coupling of aromatic oximes and phenylboronic acids is reported. The O-arylation of acetophenone oximes with phenylboronic acids typically furnished O-aryloxime ethers in

Copper(II) acetate-mediated cross-coupling of phenylboronic acids with aryloximes: Synthesis of O-aryloximes

A novel method for the synthesis of O-aryloxime is described. It consisted of the coupling reaction between phenylboronic acids and aryloximes in the presence of catalytic quantities of copper(II) acetate. This reaction takes place in the presence of pyri

Cul-mediated cross-coupling of aryl halides with oximes: A direct access to O-aryloximes

The first Cu-catalyzed cross-coupling of aromatic oximes and haloarenes is reported. This one-step formation of the =N-O-Ar linkage gives access to a range of oxime ethers in good to moderate yields.

Thermolyses of O-Phenyl Oxime Ethers. A New Source of Iminyl Radicals and a New Source of Aryloxyl Radicals

Six O-phenyl ketoxime ethers, RR′C=NOPh 1-6, with RR′= diaryl, dialkyl, and arylalkyl, together with N-phenoxybenzimidic acid phenyl ether, PhO(Ph)C=NOPh, 7, have been shown to thermolyze at moderate temperatures with "clean" N-O bond homolyses to yield iminyl and phenoxyl radicals, RR′C=N. and PhO.. Since 1-6 can be synthesized at room temperature, these compounds provide a new and potentially useful source of iminyls for syntheses. The iminyl from 7 undergoes a competition between β-scission, to PhCN and PhO., and cyclization to an oxazole. Rate constants, 106 k/s-1, at 90 °C for 1-6 range from 4.2 (RR′ = 9-fluorenyl) to 180 (RR′ = 9-bicyclononanyl), and that for 7 is 0.61. The estimated activation enthalpies for N-O bond scission are in satisfactory agreement with the results of DFT calculations of N-O bond dissociation enthalpies, BDEs, and represent the first thermochemical data for any reaction yielding iminyl radicals. The small range in k (N-O homolyses) is consistent with the known σ structure of these radicals, and the variations in k and N-O BDEs with changes in RR′ are rationalized in terms of iminyl radical stabilization by hyperconjugation: RR′C=N . ? R.R′C≡N. Calculated N-H BDEs in the corresponding RR′C= NH are also presented.

Reversible Interconversion between Phosphonium Salts and Ylides through Electrochemical Means revealing Electrochromic Phenomena

Phosphonium salts exhibited colouration by electroreduction in the presence of, as mediator, benzophenone oxime phenyl ether.The colour disappeared on reversing of the applied potential to positive.