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

Authors

AYTEK ÖGE
MURAT EMRAH MAVİŞ
ÇİĞDEM YOLAÇAN
FERAY AYDOĞAN

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.

DOI

10.3906/kim-1104-63

Keywords

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

First Page

137

Last Page

146

Recommended Citation

ÖGE, AYTEK; MAVİŞ, MURAT EMRAH; YOLAÇAN, ÇİĞDEM; and AYDOĞAN, FERAY (2012) "Solvent-free Michael addition of 2-cyclohexenone under ultrasonic irradiation in the presence of long chain dicationic ammonium salts," Turkish Journal of Chemistry: Vol. 36: No. 1, Article 11. https://doi.org/10.3906/kim-1104-63
Available at: https://journals.tubitak.gov.tr/chem/vol36/iss1/11