Photoinduced 1,2,3,4-Tetrahydropyridine Ring Conversions

Beilstein Journal of Organic Chemistry 2015
Baiba Turovska, H. Lund, Viesturs Lūsis, A. Lielpetere, Edvards Liepiņš, Sergejs Beļakovs, I. Goba, J. Stradiņš

Stable heterocyclic hydroperoxide can be easily prepared as a product of fast oxidation of a 1,2,3,4-tetrahydropyridine by 3O2 if the solution is exposed to sunlight. The driving force for the photoinduced electron transfer is calculated from electrochemical and spectroscopic data. The outcome of the reaction depends on the light intensity and the concentration of O2. In the solid state the heterocyclic hydroperoxide is stable; in solution it is involved in further reactions.

Keywords
heterocyclic hydroperoxide; oxaziridine; photoinduced electron transfer; pyrrolidine; tetrahydropyridine
DOI
10.3762/bjoc.11.234
Hyperlink
http://www.beilstein-journals.org/bjoc/single/articleFullText.htm?publicId=1860-5397-11-234

Turovska, B., Lund, H., Lūsis, V., Lielpetere, A., Liepiņš, E., Beļakovs, S., Goba, I., Stradiņš, J. Photoinduced 1,2,3,4-Tetrahydropyridine Ring Conversions. Beilstein Journal of Organic Chemistry, 2015, No. 11, pp.2166-2170. ISSN 1860-5397. Available from: doi:10.3762/bjoc.11.234

Publication language
English (en)