کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5276567 | 1385560 | 2007 | 4 صفحه PDF | دانلود رایگان |

1,3-Indandione (1) readily condenses with benzene and undergoes selective ionic hydrogenation with cyclohexane when activated by superacids, such as CF3SO3H, AlCl3 and AlBr3 to give 3,3-diphenyl-1-indanone (4) and 1-indanone (7), respectively. Combination of these reactions in 'one-pot' yields 3-phenyl-1-indanone (5). In addition, similar reactions have been carried out using the regenerable solid acid, HUSY-zeolite, providing an effective excess of acidic sites. The mechanism of these reactions, with potential involvement of superelectrophilic dicationic intermediates, is discussed.
1,3-Indandione condenses with benzene and undergoes selective ionic hydrogenation with cyclohexane under the action of superacids, such as CF3SO3H, AlCl3 and AlBr3 to give 3,3-diphenyl-1-indanone and 1-indanone, respectively. The same reactions are mediated successfully by the regenerable solid acid, HUSY-zeolite. The results obtained are interpreted in terms of key dicationic (superelectrophilic) intermediates.
Journal: Tetrahedron Letters - Volume 48, Issue 32, 6 August 2007, Pages 5631-5634