title: One-pot, sequential four-component synthesis of benzo[c]pyrano[3,2-a]phenazine, bis-benzo[c]pyrano[3,2-a]phenazine and oxospiro benzo[c]pyrano[3,2-a]phenazine derivatives using 1,4-diazabicyclo[2.2.2]octane (DABCO) as an efficient and reusable solid base catalyst.
abstract: 1,4-Diazabicyclo[2.2.2]octane (DABCO) has been used as an efficient and reusable solid base catalyst for the one-pot, two-step, four-component synthesis of pyrano[3,2-a]phenazine derivatives by the condensation reaction of 2-hydroxy-1,4-naphthoquinone, 1,2-diamines, carbonyl compounds and alkylmalonates under conventional heating as well as microwave irradiation. This procedure has also been applied successfully for the synthesis of novel bis- benzo[c]pyrano[3,2-a]phenazine and oxospiro benzo[c]pyrano[3,2-a]phenazine derivatives. Using this procedure, all the products were obtained in good to excellent yields. The catalyst has been recovered and reused several times without any loss of reactivity.
authors.affiliation: Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr, 75169, Iran. a_hasaninejad@yahoo.com
authors.forename: Alireza
authors.initials: A
authors.lastname: Hasaninejad
authors.forename: Somayeh
authors.initials: S
authors.lastname: Firoozi
mesh_terms: D002384:Catalysis; D015195:Drug Design; D015394:Molecular Structure; D010619:Phenazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D010879:Piperazines / Q000737:chemistry*
chemical_list: D010619:Phenazines; D010879:Piperazines; C007306:triethylenediamine