An efficient approach for the synthesis and antimicrobial evaluation of some new benzocoumarins and related compounds

Abstract

A convenient synthetic approach for pharmaceutically important benzocoumarin-based heterocyclic compounds has been studied. β-enaminonitrile has been used for the synthesis of a broad diversity of new benzocoumarins and related compounds over different reaction steps. Various synthetic approaches were used in this research for synthesis of heterocyclic systems such as acid-catalyzed hydrolysis, decarboxylation, deamination, ring opening and ring closure. The molecular structures of the newly synthesized derivatives were established by elemental analyses and spectral data (IR, ¹H-NMR, and ¹³C-NMR). Some of the newly synthesized compounds were explored for their antimicrobial activities.

Graphical Abstract

Keywords:

• Benzo[f]coumarin
• β-enaminonitrile
• deamination
• keto-enol tautomerism
• nitrogen nucleophiles
• ring opening of benzo[f]coumarin