Azaanthraquinone assembly from N-propargylamino quinone via iodine-induced 6-endo-dig electrophilic cyclization
| Autor: | Qiwen Hou, Na Fei, Huaqin Wang, Shaozhong Wang, Zhu-Jun Yao |
|---|---|
| Rok vydání: | 2010 |
| Předmět: |
Iodine atom
Aza Compounds Molecular Structure Organic Chemistry chemistry.chemical_element Anthraquinones Stereoisomerism Ring (chemistry) Iodine Biochemistry Combinatorial chemistry Quinone chemistry.chemical_compound Nucleophile chemistry Cyclization Dig Alkynes Functional group Electrophile Organic chemistry Physical and Theoretical Chemistry Naphthoquinones |
| Zdroj: | Organicbiomolecular chemistry. 8(18) |
| ISSN: | 1477-0539 |
| Popis: | An efficient methodology taking advantage of the excellent nucleophilicity of aminoquinone to assemble the azaanthraquinone framework was developed via an iodine-induced 6-endo-dig electrophilic cyclization. Therefore, starting from N-propargylaminoquinones, various 3-iodo-1-azaanthraquinones were obtained in yields ranging from 45% to 90%. The metal-free protocol features facile installation of an iodine atom on the azaanthraquinone ring and benign functional group compatibility. |
| Databáze: | OpenAIRE |
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