Construction of α-methoxyimidoyl ketonitrones via phosphite-mediated addition of α-keto N-tert-butanesulfinyl imidates to nitrosoarenes
| Autor: | Yong-Ming Zeng, Jie Feng, Peng-Ju Ma, Yan-Jun Xu, Chong-Dao Lu |
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| Rok vydání: | 2018 |
| Předmět: |
Nucleophilic addition
010405 organic chemistry Chemistry Metals and Alloys General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Deprotonation Electrophile Materials Chemistry Ceramics and Composites |
| Zdroj: | Chemical Communications. 54:2882-2885 |
| ISSN: | 1364-548X 1359-7345 |
| Popis: | A dimethyl phosphite-mediated addition of α-keto N-tert-butanesulfinyl imidates to nitrosoarenes was developed. Nitrosoarenes were successfully used as electrophiles to trap aza-enolate intermediates that were generated from nucleophilic addition of deprotonated phosphite to α-keto N-tert-butanesulfinyl imidates and following phospha-Brook rearrangement, allowing efficient construction of ketonitrones with excellent (Z)-geometries. |
| Databáze: | OpenAIRE |
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