Oxidation of Aromatic Compounds: XIII. Oxidation of Unsymmetrically Substituted 1,3-Diarylpropynones in a System CF3CO2H-CH2Cl2-PbO2 |
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| Authors: | A.V. Vasil'ev A.P. Rudenko S.A. Aristov G.K. Fukin |
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| Affiliation: | (1) St. Petersburg State Academy of Forestry Engineering, St. Petersburg, 194021, Russia;(2) Razuvaev Institute of Organometallic Chemistry, Russian Academy of Science, Nizhnii Novgorod, Russia |
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| Abstract: | Oxidation of unsymmetrically sunstituted 1,3-diarylpropynones in a system trifluoroacetic acid-dichloromethane-lead(IV) oxide proceeds through intermediate formation of cation radicals and occurs regio- and stereoselectively affording E-1,1,2,2-tetraaroylethenes. The highest yield of these compounds was obtained from 1,3-diarylpropynones containing electron-donor methoxy and methyl groups in the aromatic ring conjugated with the triple bond. |
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