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Room temperature synthesis of 2H-1,4-benzoxazine derivatives using a recoverable ionic liquid medium
Authors:Ali Sharifi  M. Saeed Abaee  Zahra Mokhtare  Mojtaba Mirzaei
Affiliation:1. Chemistry and Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran
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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