A three-component reaction of phosphorus ylides with isocyanates: facile synthesis of 2-amino-3-carboxylate-4-quinolones
| Autor: | Jian-Bo Chen, Silong Xu, Wenbo Xu, Wendan Han, Yang Li, Kaki Raveendra Babu, Wenquan Zhang, Yuhai Tang |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Chemistry
Phosphorus Aryl Metals and Alloys Ketene chemistry.chemical_element General Chemistry Medicinal chemistry Isocyanate Catalysis Surfaces Coatings and Films Electronic Optical and Magnetic Materials Ketenimine chemistry.chemical_compound Wittig reaction Materials Chemistry Ceramics and Composites Molecule Carboxylate |
| Zdroj: | Chemical communications (Cambridge, England). 56(44) |
| ISSN: | 1364-548X |
| Popis: | A three-component reaction between one molecule of phosphorus ylides (P-ylides) and two molecules of isocyanates for the rapid assembly of 2-amino-3-carboxylate-4-quinolones is described. The mechanism may involve the addition of a P-ylide to an isocyanate followed by 1,3-H shift to form a carbamoyl stabilized P-ylide. The intermediate then reacts with another aryl isocyanate via Wittig/ketenimine-ketene rearrangement/6π-electrocyclization/1,3-H shift to finally afford the 4-quinolones. |
| Databáze: | OpenAIRE |
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