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

Author(s): Narasashetty Jagadishbabu, Kalegowda Shivashankar*.

Journal Name: The Natural Products Journal

Volume 8 , Issue 3 , 2018

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Graphical 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.

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Article Details

Year: 2018
Page: [201 - 206]
Pages: 6
DOI: 10.2174/2210315508666180101161803
Price: $25

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