Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 37, Pages 5978-5984Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202000999
Keywords
Benzoxazole derivatives; Catechol oxidation; Diverse scope; Green conditions; Porphyrin catalyst
Categories
Funding
- Shiraz University Research Councils
- Iran National Elite Foundation
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A facile, efficient, and eco-friendly strategy to access benzoxazole heterocyclic products has been accomplished through oxidation of catechols followed by condensation/cyclization/aromatization sequences. This process is catalyzed by nanostructured iron(III)-porphyrin complex to form desired benzoxazole derivatives at room temperature under air condition. The procedure is widely applicable to diverse amines, and can provide the heterocyclic products in a scalable fashion, as well. One of the most significant types of oxidizing agents in nature is the iron-porphyrin complexes (0.1 mol-%), existing in the structure of hemoglobin. They have benefits such as low toxicity and high oxidation potential for many substrates.
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