Narasashetty Jagadishbabu and Kalegowda Shivashankar* Pages 201 - 206 ( 6 )
Background: In this work, a series of benzoxazole derivatives has been synthesized using 1,2-diols and 2-aminophenols in the presence of lead tetraacetate. This one pot cyclocondensation involves the breaking of a C-C bond and formation of C-O and C-N bonds in a single synthetic operation.
Methods: The synthesis of benzoxazole derivatives is developed through the reaction of 1,2-diols and 2-aminophenols in the presence of lead tetraacetate in ethanol under reflux conditions.
Results: A series of benzoxazole derivatives was synthesized in good yields (82-96%) under reflux for 2-3.5 hours in ethanol solvent. The structural assignments of these compounds were made on the basis of elemental analysis and spectroscopic data.
Conclusion: This domino reaction implies oxidation, condensation, cyclization and dehydrogenation. This procedure is an alternative to the existing procedures for the synthesis of these compounds.
Benzoxazole, oxazole, lead tetraacetate, one pot synthesis, 1, 2-diols, ethanol solvent.
P.G. Department of Chemistry, Central College Campus, Bangalore University, Bangalore - 560 001, Karnataka, P.G. Department of Chemistry, Central College Campus, Bangalore University, Bangalore - 560 001, Karnataka