Abstract
The acid-catalyzed intramolecular oxa-Michael addition of (E)-1-aryl-4-hydroxy-4-methyl- -pent-1-en-3-ones under solvent-free and microwave irradiation conditions has been investigated. The results showed that Bronsted acids are more efficient than Lewis acids in this reaction. Up to 90% conversion and 81% yield were obtained using trifluoromethanesulfonic acid (triflic acid) as the catalyst, with short reaction times and an environmentally benign procedure.
Highlights
Organic chemists are constantly challenged to develop environmentally benign routes for preparing desired target compounds
In continuation of our work on “green” chemistry,[32] we report an efficient acid-catalyzed intramolecular oxa-Michael addition reaction of (E)-1-aryl-4-hydroxy-4-methylpent-1-en-3-ones 1 under solvent-free and microwave irradiation conditions
In order to find the most efficient catalyst, we studied first the intramolecular oxa-Michael addition of (E)-4-hydroxy-4-methyl-1-phenylpent-1-en-3-one 1a under solvent-free and microwave irradiation conditions
Summary
Organic chemists are constantly challenged to develop environmentally benign routes for preparing desired target compounds. In continuation of our work on “green” chemistry,[32] we report an efficient acid-catalyzed intramolecular oxa-Michael addition reaction of (E)-1-aryl-4-hydroxy-4-methylpent-1-en-3-ones 1 under solvent-free and microwave irradiation conditions. In order to find the most efficient catalyst, we studied first the intramolecular oxa-Michael addition of (E)-4-hydroxy-4-methyl-1-phenylpent-1-en-3-one 1a under solvent-free and microwave irradiation conditions.
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