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Room temperature synthesis of 2H-1,4-benzoxazine derivatives using a recoverable ionic liquid medium

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Abstract

2H-1,4-Benzoxazines are major heterocyclic compounds with interesting biological and synthetic applications. Therefore, it would be very interesting to develop new efficient methods for their synthesis. Here, we synthesized 2H-1,4-benzoxazines in one pot using K2CO3/H2O in the ionic liquid of choice, [omim][BF4]. After reactions, products are extracted from [omim][BF4] by Et2O and the ionic liquid is recovered and successfully reused over several recycles. Results show that high yields of 3-aryl-2H-1,4-benzoxazine derivatives are obtained chemoselectively at room temperature from their corresponding o-aminophenols and phenacyl bromides. To our knowledge, our method represents the most efficient and straightforward route for the synthesis of 3-aryl-2H-1,4-benzoxazine derivatives in short times and under environmentally benign conditions.

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Acknowledgements

Authors would like to gratefully thank Iran National Science Foundation (INSF) for financial support of this work (Project 88000118).

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Correspondence to Ali Sharifi.

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Sharifi, A., Abaee, M.S., Mokhtare, Z. et al. Room temperature synthesis of 2H-1,4-benzoxazine derivatives using a recoverable ionic liquid medium. Environ Chem Lett 12, 365–370 (2014). https://doi.org/10.1007/s10311-014-0456-4

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  • DOI: https://doi.org/10.1007/s10311-014-0456-4

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