Author(s)

Viktor Ilkei^1*, Kornél Faragó¹, Zsuzsanna Sánta², Miklós Dékány², László Hazai¹, Csaba Szántay Jr.², Csaba Szántay¹, György Kalaus¹

¹Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary.
²Gedeon Richter Plc, Budapest, Hungary.

Sessiline is an alkaloid which is recently isolated from the fruits of Acanthopanax sessiliflorus. The molecule contains two five-membered heterocyclic units joined together by an acylaminocarbinol-ether type bond. Here, we describe the first, simple synthesis of sessiline from 5-hydroxypyrrolidin-2-one and 5-hydroxymethylfurfural, which are prepared from succinimide and furfuryl alcohol, respectively. The coupling reaction takes place on moderate heating under neat conditions.

Sessiline, Acylaminocarbinol, Iminium Ion, Alkaloid Synthesis

Ilkei, V. , Faragó, K. , Sánta, Z. , Dékány, M. , Hazai, L. , Szántay Jr., C. , Szántay, C. and Kalaus, G. (2014) The First Synthesis of Sessiline. International Journal of Organic Chemistry, 4, 309-313. doi: 10.4236/ijoc.2014.45033.