Synfacts 2010(2): 0172-0172  
DOI: 10.1055/s-0029-1219083
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Isolation and Synthesis of Fluorubine Derivatives

Contributor(s): Timothy M. Swager, Rebecca R. Parkhurst
J. Fleischhauer, R. Beckert*, Y. Jüttke, D. Hornig, W. Günther, E. Birckner, U.-W. Grummt, H. Görls
Friedrich-Schiller-Universität Jena and Universität Kassel, Germany
Further Information

Publication History

Publication Date:
21 January 2010 (online)

Significance

In the process of studying the cascade reactions of Δ²-1,2-diazetines, such as 2, the authors discovered a highly fluorescent ­orange decomposition product which they determined to be compound 3. Derivatives of 3 exhibit high fluorescent quantum yields (67-100%) and are stable against oxidative damage. Photodecomposition of compound 2 only yielded traces amounts of 3; therefore, the authors desired and developed a more efficient synthesis of this family of compounds starting from 4 in order to study its properties.