Ultrasound-assisted photochemical oxidation of unsymmetrically substituted 1,4-dihydropyridines

The combination of ultrasound and photochemistry has been used for the oxidation of unsymmetrical 1,4-dihydropyridines to the pyridine derivatives. An ultrasonic probe of 24 kHz frequency and a Hg-lamp of 100 W have been used for this study. The effect of parameters such as ultrasonic intensity, the presence of oxygen and argon atmospheres and also the separate usage of one of these irradiation sources have been studied. Whereas sonication of these compounds alone did not result in the oxidation of them, the use of ultrasound increases the rate of photo-oxidation. The presence of oxygen decreases or increases the rate of reaction, depending on the type of excited state of 1,4-dihydropyridines involved in the reaction. (c) 2007 Elsevier B.V. All rights reserved.