ON THE REACTION OF SUBSTITUTED PHENOLS AND 3-METHYLBUT-2-ENOIC ACID -A COMPARATIVE-STUDY

Authors
SEBOK P JEKO J TIMAR T JASZBERENYI JC
Citation
P. Sebok et al., ON THE REACTION OF SUBSTITUTED PHENOLS AND 3-METHYLBUT-2-ENOIC ACID -A COMPARATIVE-STUDY, Heterocycles, 38(9), 1994, pp. 2099-2114
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
38
Issue
9
Year of publication
1994
Pages
2099 - 2114
Database
ISI
SICI code
0385-5414(1994)38:9<2099:OTROSP>2.0.ZU;2-U
Abstract
A systematic and comparative study of the reaction of a series of subs tituted phenols and 3-methylbut-2-enoic acid in zinc chloride/phosphor us oxychloride and aluminum chloride/phosphorus oxychloride reveals th at the formation of phenolic esters and 2,2-dimethyl-4-chromanones is strongly influenced by the substituents, their position on the aromati c ring of the starting phenols. Based on our study, a mixed Friedel-Cr afts and Fries rearrangement mechanism is in operation in these reacti ons.