jo9b00755_si_006.cif (978.07 kB)
Copper-Carbene-Triggered Electrophilic Cyclization of o‑Hydroxyarylenaminones with 3‑Diazoindolin-2-imines: Synthesis of 3‑Indolyl‑4H‑chromen-4-ones and Pyrido[2,3‑b:6,5‑b′]diindoles
dataset
posted on 2019-04-19, 00:00 authored by Jing Qian, Zhenwei Lin, Zaibin Wang, Zhixing Peng, Li Wu, Ping Lu, Yanguang WangThe
Cu(II)-catalyzed electrophilic cyclization reaction between o-hydroxyarylenaminones and 3-diazoindolin-2-imines furnished
3-indolyl-4H-chromen-4-ones in moderate to good yields
with a broad substrate scope. Several pyrido[2,3-b:6,5-b′]diindoles and one pyrazino[2,3-b:5,6-b′]diindole were also obtained
as byproducts in some cases and tested for their photophysical properties.
Pyrido[2,3-b:6,5-b′]diindoles
exhibited solvent-dependent emission, while pyrazino[2,3-b:5,6-b′]diindole emitted strong luminescence
with 25.6% quantum yield in cyclohexane.