27991-08-8Relevant articles and documents
Preparation method of diisopropylbenzene hydroperoxide
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Paragraph 0028; 0056-0058, (2021/11/10)
The invention discloses a preparation method of diisopropylbenzene hydroperoxide. The preparation method comprises the following step: with a structural compound as shown in a formula which is described in the specification as a catalyst, carrying out a contact reaction on diisopropylbenzene and oxygen-containing gas to generate reaction liquid containing the diisopropylbenzene hydroperoxide. The method is simple to operate, high in reaction rate, high in reaction yield, good in safety and excellent in industrial application prospect.
Meldrum's Acid in Organic Synthesis. VI. Synthesis of 2-Substituted Indoles from Acyl Meldrum's Acids and Phenylhydroxylamine via Sigmatropic Rearrangement
Mohri, Kunihiko,Oikawa, Yuji,Hirao, Ken-ichi,Yonemitsu, Osamu
, p. 3097 - 3105 (2007/10/02)
Phenylhydroxylamine (13) oxalate was quite easily acylacetylated by heating with an equimolar amount of acyl Meldrum's acid (4) in acetonitrile to give an N-acylacetylphenylhydroxylamine (14) in high yield.When 14 was treated with another equimolar amount of the same 4 in refluxing toluene, a series of reactions, O-acylacetylation, 1-aza-1'-oxasigmatropic rearrangement, decarboxylation, dehydrative cyclization, and deacylation, occured consecutively to give a 2-substituted indole (16) in fair yield, though sometimes accompanied by the formation of a 5-substituted 4-isoxazolin-3-one (17).N-Benzoyl, N-acetyl, and N-benzyloxycarbonyl derivatives of phenylhydroxylamine (18) were treated with phenylacetyl Meldrum's acid (4i) in refluxing benzene containing copper powder to give readily rearranged ortho alkylation products (19), which were converted to the corresponding N-acyl-2-benzylindoles (20) by treatment with hydrochloric acid in boiling ethanol or with anhydrous p-toluenesulfonic acid in benzene at room temperature.Keywords - acyl Meldrum's acid; phenylhydroxylamine; N-acylacetylphenylhydroxylamine; 2-substituted indole; 1-aza-1'-oxasigmatropic rearrangement; acid-catalyzed cyclization