Photochemistry of Benzotriazoles: Generation of 1,3-Diradicals and Intermolecular Cycloaddition as a New Route toward Indoles and Dihydropyrrolo[3,4-b]Indoles
| Autor: | Nouria A. Al-Awadi, Mohamed Hilmy Elnagdi, Yehia A. Ibrahim, Nader A. Al-Jalal, Maher R. Ibrahim |
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| Rok vydání: | 2014 |
| Předmět: |
Models
Molecular Acetonitriles Free Radicals benzotriazoles Molecular Conformation pyrrolo[3 4-b]indoles Pharmaceutical Science Crystallography X-Ray alkynes Ring (chemistry) Photochemistry Article Analytical Chemistry lcsh:QD241-441 chemistry.chemical_compound lcsh:Organic chemistry Drug Discovery Physical and Theoretical Chemistry Acetonitrile maleimides Cycloaddition Reaction Organic Chemistry Photodissociation Intermolecular force Triazoles indoles Cycloaddition photolysis chemistry Acetylene Chemistry (miscellaneous) Solvents Molecular Medicine Single crystal |
| Zdroj: | Molecules Volume 19 Issue 12 Pages 20695-20708 Molecules, Vol 19, Iss 12, Pp 20695-20708 (2014) |
| ISSN: | 1420-3049 |
| DOI: | 10.3390/molecules191220695 |
| Popis: | Irradiation of benzotriazoles 1a–e at λ = 254 nm in acetonitrile solution generated the corresponding 1,3-diradicals which underwent intermolecular cycloaddition with maleimides to afford the corresponding dihydropyrrolo[3,4-b]indoles and with acetylene derivatives to afford indoles as the major products. This offers an interesting and simple access to such ring systems of potential synthetic and biological interest. The structures of the photoproducts were established spectroscopically and by single crystal X-ray crystallography. |
| Databáze: | OpenAIRE |
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