Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids
| Autor: | A. V. Budruev, Daria Yu. Dzhons |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Base (chemistry)
Nitrene 010402 general chemistry Ring (chemistry) Photochemistry 01 natural sciences Full Research Paper lcsh:QD241-441 nitrenes chemistry.chemical_compound lcsh:Organic chemistry lcsh:Science chemistry.chemical_classification 010405 organic chemistry 1 5-electrocyclization Organic Chemistry Photodissociation Benzisoxazole aryl azides 2 1-benzisoxazolones 0104 chemical sciences Chemistry azepinones chemistry lcsh:Q photochemical cyclization |
| Zdroj: | Beilstein Journal of Organic Chemistry Beilstein Journal of Organic Chemistry, Vol 12, Iss 1, Pp 874-881 (2016) |
| ISSN: | 1860-5397 |
| DOI: | 10.3762/bjoc.12.86 |
| Popis: | The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions. |
| Databáze: | OpenAIRE |
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