Background:
A rapid, efficient, and environmentally benign procedure for the synthesis of novel furo [2,3-
c]phenazine derivatives has been developed via reactions of 2-hydroxynaphthalene-1,4-dione, arylglyoxals, and indole in
the presence of TiO2-SO3H-catalyst (TSAC) as a recyclable heterogeneous catalyst under solvent-free conditions using microwave irradiation.
Introduction: This study describes a successful approach for the synthesis of 2-(4-bromophenyl)-1-(1H-indol-3-yl) benzo[a]furo[2,3-c] phenazine via TiO2-SO3H-catalyst using microwave irradiation.
Objectives:
In this paper, we wish to report an efficient and convenient method for the synthesis of phenazine derivatives
from benzo[a]phenazin-5-ol, arylglyoxal derivatives, and Indoles in the presence of TiO2-SO3H-catalyst under microwave
irradiation.
Materials and Methods:
All reagents and solvent were purchased from Merck and Aldrich and used without further purification. 1H NMR spectra (DMSO) were recorded on Gemini-500 MHz spectrophotometer with TMS as internal standard.
Results and Discussions:
To investigate the reaction conditions for the synthesis of 2-(4-bromophenyl)-1-(1H-indol-3-yl)
benzo[a]furo [2, 3-c] phenazine derivatives, we performed a reaction between 2-hydroxynaphthalene-1,4-dione (1 mmol)
and aromatic 1,2-diamines (1 mmol) as a model.
Conclusion:
We demonstrated a green and straightforward procedure for the efficient synthesis of novel benzo[a]furo[2, 3-
c] phenazine derivatives in high yields via a one-pot, four-component domino protocol by using TiO2-SO3H as a mild, effective, non-toxic, and inexpensive solid acid catalyst without the addition of an organic co-solvent.
