- ON THE REACTION OF SUBSTITUTED PHENOLS AND 3-METHYLBUT-2-ENOIC ACID. A COMPARATIVE STUDY
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A systematic and comparative study of the reaction of a series of substituted phenols and 3-methylbut-2-enoic acid in zinc chloride/phosphorus oxychloride and aluminum chloride/phosphorus oxychloride reveals that the formation of phenolic esters and 2,2-dimethyl-4-chromanones is strongly influenced by the substituents, their popsition on the aromatic ring of the starting phenols.Based on our study, a mixed Friedel-Crafts and Fries rearrangement mechanism is in operation in these reactions.
- Seboek, Peter,Jekoe, Jozsef,Timar, Tibor,Jaszberenyi, Joseph Cs.
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p. 2099 - 2114
(2007/10/02)
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- On the synthesis of substituted 2,2-dimethyl1-4-chromanones and related compounds
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A systematic study of the reaction of a series of monosubstituted phenols 3 and 3-methylbut-2-enoic acid 4 in phosphorus oxychloride/zinc chloride revealed that the formation of 4-chromanones was strongly infuenced by the substituents and their position on the aromatic ring of the starting phenols.
- Seboek, Peter,Jekoe, Jozsef,Timar, Tibor,Jaszberenyi, Joseph Cs.
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p. 2791 - 2794
(2007/10/02)
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- Electrophilic Carboxylation of Alkenes
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In the presence of 1.2 equivalents of boron trichloride 2,2-dichloro-1,3-benzodioxol (2) reacts with alkenes 4 to form 1:1 addition products 6, which are converted into the unsaturated tert-butyl esters 7 on treatment with potassium tert-butoxide.In the presence of ZnCl2, these reactions do not usually terminate at the 1:1 product stage, and 2,2-disubstituted 1,3-benzodioxols 5 are formed by reaction of 2 with two equivalents of 4a-f.
- Mayr, Herbert,Brueggen, Uwe von der
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p. 339 - 346
(2007/10/02)
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