Synthesis of Bicyclic Isothiazoles through an Intramolecular Rhodium-Catalyzed Transannulation of Cyanothiadiazoles
| Autor: | Ya Gob Kim, Hyunseok Kim, Kyusik Um, Yonghyeon Baek, Phil Ho Lee, Boram Seo |
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| Rok vydání: | 2017 |
| Předmět: |
inorganic chemicals
Bicyclic molecule 010405 organic chemistry Organic Chemistry chemistry.chemical_element Ether 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Rhodium chemistry.chemical_compound chemistry Nucleophile Amide Intramolecular force Electrophile Organic chemistry Carbene |
| Zdroj: | The Journal of Organic Chemistry. 82:10574-10582 |
| ISSN: | 1520-6904 0022-3263 |
| Popis: | An intramolecular rhodium-catalyzed transannulation of readily available cyanothiadiazoles containing an ester, amide, or ether as a linker is described. It provides a wide range of bicyclic isothiazoles in good to excellent yields together with the release of molecular nitrogen. These results indicate that the carbon atom in the α-thiavinyl carbene is nucleophilic and that the sulfur atom is electrophilic. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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