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A Facile, Efficient and Convenient One Pot Synthesis of Benzoxazoles from 1,2-diols and 2-aminophenols with Pb(OAc)4 Reagent

[ Vol. 8 , Issue. 3 ]

Author(s):

Narasashetty Jagadishbabu and Kalegowda Shivashankar*   Pages 201 - 206 ( 6 )

Abstract:


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.

Keywords:

Benzoxazole, oxazole, lead tetraacetate, one pot synthesis, 1, 2-diols, ethanol solvent.

Affiliation:

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

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