34880-83-6Relevant academic research and scientific papers
Selective intermolecular oxidative cross-coupling of enolates
Amaya, Toru,Maegawa, Yusuke,Masuda, Takaya,Osafune, Yuma,Hirao, Toshikazu
, p. 10072 - 10075 (2015/09/01)
Selective intermolecular oxidative cross-coupling of enolates, which is a bond-forming reaction between carbanion equivalents, remains as an unsolved issue despite its potential utility for the direct synthesis of unsymmetrical 1,4-diones. The main difficulty derives from the unavoidable homo-coupling. Our strategy depends on the selective one-electron oxidation of one enolate to afford an electrophilic carbonyl α-radical species, followed by trapping with another enolate. The present study demonstrates the selective oxovanadium(V)-induced cross-coupling between boron and silyl enolates.
Coupling of Enolates of Phenones with 2-Chloro-2-nitropropane
Russel, Glen A.,Mudryk, Boguslaw,Jawdosiuk, Mikolaj,Wrobel, Zbigniew
, p. 1879 - 1884 (2007/10/02)
Lithium enolates of acetophenone, α-methoxyacetophenone, propiophenone, meta- or para-substituted propiophenones, butyrophenone, isovalerophenone, 1-phenyl-1-hexanone, 1-indanone, 1-tetralone, or 1-benzosuberone react with 2-chloro-2-nitropropane in THF by free radical chain processes to produce ArCOCH(CMe2NO2)R or ArCOC(R)=CMe2 and when R H the product of oxidative dimerization, 2.The enolate anion of deoxybenzoin yields in a free radical chain process only the dimerization product.
THE REACTION OF CARBANIONS WITH 2-SUBSTITUTED -2-NITROPROPANES SUBSTITUTION AND DIMERIZATION OCCURRING BY RADICAL CHAIN PROCESSES INVOLVING ELECTRON TRANSFER
Russell, Glen A.,Mudryk, Boguslaw,Ros, Francisco,Jawdosiuk, Mikolaj
, p. 1059 - 1068 (2007/10/02)
The reaction of mono-enolate anions with O2NCMe2X where X=Cl, NO2, p-MePhSO2 yield coupling (RCOCH(R')(CMe2NO2) and enolate dimerization products (RCOCH(R')CH(R')COR) by free radical chain mechanisms involving bimolecular substitution or electron transfer reactions between the enolate anion and the intermediate nitro alkane radical anion (XCMe2NO2(1-)).
