Solvent-free Michael addition of 2-cyclohexenone under ultrasonic irradiation in the presence of long chain dicationic ammonium salts

Aytek ÖGE, Murat Emrah MAVİŞ, Çiğdem YOLAÇAN, Feray AYDOĞAN
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Abstract


Long chain dicationic ammonium salts (1a-1c), easily prepared from tert-amines and dihaloalkanes, were successfully used as efficient phase-transfer catalysts in the Michael addition reaction of various active methylene compounds to 2-cyclohexenone without solvent under ultrasonic irradiation. The investigated dicationic salts were more effective than monocationic tetrabutylammonium bromide, with short reaction times and high yields. This methodology was established under phase-transfer catalytic conditions and ultrasonic effects with many advantages, including the easy and cost-effective synthesis of the catalyst, mild reaction conditions, short reaction times, good yields, simple work-up procedures, and environmental friendliness.

Keywords


Michael addition, phase-transfer catalyst, ultrasound-assisted synthesis, solvent-free reaction, 2-cyclohexenone

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