A facile and environmentally benign synthesis of 2H-benzo[b] [1,4] oxazines of potential biological importance.

Zhimomi, Betokali K.; Imchen, Putusenla; Phom, Manthae; Achumi, Phitovili; Tumtin, Shokip; Swu, Toka; Phucho, Tovishe

A simple and efficient microwave-assisted protocol is reported for the synthesis of fifteen 2H-benzo[b] [1,4] oxazine from phenacylbromides and aminophenols using Cs2CO3 as a base catalyst, out of which four compounds were found to be novel. The method gave 70 to 86% yields in 3-5 minutes. Microwave assistance proved to have reduced the reaction time, improved the yield, purity, and made the work-up easier. Characterization was done by FT-IR, 1HNMR, 13CNMR, and mass spectrometric analysis. The in vitro antibacterial and in vitro antioxidant properties of the synthesized oxazines were assessed. The results suggested that they possess good antibacterial and antioxidant activity. The compound 3h having chlorine and methyl as substituents exhibits higher antibacterial activity with inhibition zones of 14-19mm. The compound 3d having methoxy and methyl as substituents showed high antioxidant activity with IC50 value of 53.33(µg/ml).

BASE catalysts; OXAZINES; AMINOPHENOLS; ANTIBACTERIAL agents; CATALYSTS; MICROWAVES

ARKIVOC: Online Journal of Organic Chemistry, 2024, Vol 2024, p1

1551-7004

Academic Journal

10.24820/ark.5550190.p012.205