Synthesis of 4H-1,3-benzoxazin-4-ones from 2,2-diazidobenzofuran-3(2H)-ones

Ramanand Prajapati, Amrendra Kumar, Rajendar Kandhikonda, Ruchir Kant, Narender Tadigoppula*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


Benzoxazine derivatives are useful building blocks and display various biological activities. We serendipitously discovered and subsequently developed a new one pot method for the synthesis of 2-(dimethyl amino)/2-morpholino/2- (piperidin-1-yl)-4H-benzo[e][1,3]oxazin-4-ones from corresponding substituted 2,2-diazidobenzofuran 3(2H) - ones and N-formyl dimethyl amine (DMF)/N-formylmorpholine/N-formylpiperidine using m-CPBA at 100 °C in moderate to good yields. We also demonstrated the utility of 4H-benzoxazines for the synthesis of other medicinally important compounds such as 2-hydroxyphenyl substituted 1,2,4-triazoles, unsymmetrical 1,3,5-triazines, and 1,2,4-oxadiazoles.

Original languageEnglish
Pages (from-to)374-380
Number of pages7
Issue number3
StatePublished - 18 Jan 2019
Externally publishedYes


  • 4H-1,3-benzoxazin-4-ones
  • N-Formylamine solvent as reactant
  • m-CPBA


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