Three dixanthones (1–3) and an unprecedented C3h‐symmetric trixanthone (4) were synthesized through a three‐step approach in overall yields above 63 %. These compounds possessed a planar π‐conjugated system and formed tight face‐to‐face columnar stacks, as confirmed by single‐crystal structural analysis. In comparison with xanthone, the fluorescence emissions of compounds 1–4 showed significant red‐shifts
Rhodium-Catalyzed Xanthone Formation from 2-Aryloxybenzaldehydes via Cross-Dehydrogenative Coupling (CDC)
作者:Ping Wang、Honghua Rao、Ruimao Hua、Chao-Jun Li
DOI:10.1021/ol203381q
日期:2012.2.3
A concise and straightforward strategy to construct a xanthone skeleton via an intramolecular cross-dehydrogenative coupling (CDC) of 2-aryloxybenzaldehydes has been developed. The reaction proceeded smoothly without any need of preactivation of the aldehyde group. It can tolerate various functional groups and provides an applicable protocol to construct a wide range of xanthone derivatives.