Journal
ENVIRONMENTAL CHEMISTRY LETTERS
Volume 12, Issue 2, Pages 365-370Publisher
SPRINGER HEIDELBERG
DOI: 10.1007/s10311-014-0456-4
Keywords
Benzoxazines; Ionic liquid; Green synthesis; Heterocycles; Room temperature conditions
Funding
- Iran National Science Foundation (INSF) [88000118]
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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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